—Weißefi Biotechnologie für die —Grünefi ChemieIowa) for the BioEconomy Biomass for...

69
Weie Biotechnologie für die Grüne Chemie Ulrich Stottmeister Kolloquium 6.6.07 HOCHSCHULE ZITTAU/GRLITZ (FH) University of Applied Sciences

Transcript of —Weißefi Biotechnologie für die —Grünefi ChemieIowa) for the BioEconomy Biomass for...

Page 1: —Weißefi Biotechnologie für die —Grünefi ChemieIowa) for the BioEconomy Biomass for Products, Fuel, and Power will transition to a multi-product industry Early 1900™s and

�Weiße� Biotechnologie für die �Grüne� Chemie

Ulrich Stottmeister

Kolloquium6.6.07

HOCHSCHULEZITTAU/GÖRLITZ (FH)University of Applied Sciences

Page 2: —Weißefi Biotechnologie für die —Grünefi ChemieIowa) for the BioEconomy Biomass for Products, Fuel, and Power will transition to a multi-product industry Early 1900™s and

2.1. �Grüne� Chemie

2.2. �Weiße� Biotechnologie

1. Einführung

4. Fazit und Ausblick

3. 2-Oxoglutarsäure : ein neuer � Building block�der organischen Synthesechemie

Page 3: —Weißefi Biotechnologie für die —Grünefi ChemieIowa) for the BioEconomy Biomass for Products, Fuel, and Power will transition to a multi-product industry Early 1900™s and

2.1. �Grüne� Chemie

2.2. �Weiße� Biotechnologie

1. Einführung

4. Fazit und Ausblick

3. 2-Oxoglutarsäure : ein neuer � Building block�der organischen Synthesechemie

Page 4: —Weißefi Biotechnologie für die —Grünefi ChemieIowa) for the BioEconomy Biomass for Products, Fuel, and Power will transition to a multi-product industry Early 1900™s and

Red Biotech: Healthcare BiotechnologyBlue Biotech: Marine BiotechnologyGrey Biotech: Environmental Biotechnology

1.1 The colours of Biotechnology:

Page 5: —Weißefi Biotechnologie für die —Grünefi ChemieIowa) for the BioEconomy Biomass for Products, Fuel, and Power will transition to a multi-product industry Early 1900™s and

Chemie und biologisch hergestellte Produkte haben eine lange (schwarze) Tradition:

- Spätes Mittelalter:Schießpulverherstellung:Salpeter aus Harn = mikrobielle Nitrifikation in Salpetergärten

- 19. und Beginn des 20. Jahrhundertrauchloses Schießpulver: nitrierte Baumwolle in Aceton lösen: Acetongärung

- 20. Jahrhundert: Nitroglycerin – Herstellung Bei Fettknappheit mikrobielle Glycerinherstellung

- 1. Weltkrieg: Butandiol � Kautschukherstellung (Butadien)

1.2 Historie

Page 6: —Weißefi Biotechnologie für die —Grünefi ChemieIowa) for the BioEconomy Biomass for Products, Fuel, and Power will transition to a multi-product industry Early 1900™s and

Die Ablösung der technischen Gärungsverfahren zur Herstellung von

- Aceton- n-Butanol- Glycerin- (Milchsäure)- Propanol- 2.3 - Butandiol

erfolgte weil:

- die Umweltbelastung zu hoch (Wasserverbrauch)- die Produktivität zu gering- die erreichbaren Endkonzentrationen zu niedrig- die Produktisolation zu teuer- die mikrobiellen Prozesse zu instabil - Nebenprodukte die Qualität minderten

waren.

Diese Prozesse hatten keine Chancen gegen effektive chemische Synthesen!!!

Page 7: —Weißefi Biotechnologie für die —Grünefi ChemieIowa) for the BioEconomy Biomass for Products, Fuel, and Power will transition to a multi-product industry Early 1900™s and

2.1.

Die „grüne“ Chemie

Page 8: —Weißefi Biotechnologie für die —Grünefi ChemieIowa) for the BioEconomy Biomass for Products, Fuel, and Power will transition to a multi-product industry Early 1900™s and

„Green Chemistry“ ist definiert als die Anwendung von Prinzipien, die allgemein

die Verwendung und die Erzeugung von gefährlicheSubstanzenreduzieren oder eliminieren.

Anastas, P. T.; Warner J. C. Green Chemistry: Theory and Practice, Oxford University Press, Oxford, 1998.

“Green Chemistry”

Page 9: —Weißefi Biotechnologie für die —Grünefi ChemieIowa) for the BioEconomy Biomass for Products, Fuel, and Power will transition to a multi-product industry Early 1900™s and

Was Was istist ökonomischökonomischpraktikabelpraktikabel??

Was Was istist technischtechnischmachbarmachbar??

Was Was istist ökologischökologischnützlichnützlich??

“Green Chemistry”

Page 10: —Weißefi Biotechnologie für die —Grünefi ChemieIowa) for the BioEconomy Biomass for Products, Fuel, and Power will transition to a multi-product industry Early 1900™s and

Materials

Energy

Non-renewables

Wastes

Risk & Hazards

Costs

Reducing: The heart of Green Chemistry

Reducing

Page 11: —Weißefi Biotechnologie für die —Grünefi ChemieIowa) for the BioEconomy Biomass for Products, Fuel, and Power will transition to a multi-product industry Early 1900™s and

The ideal synthesis

Safe

Environmentally acceptable

100 % yield

Atom efficient

Simple separation

No waste

One step

Renewable materials

Features of the �ideal� synthesis

Page 12: —Weißefi Biotechnologie für die —Grünefi ChemieIowa) for the BioEconomy Biomass for Products, Fuel, and Power will transition to a multi-product industry Early 1900™s and

The clean technology pool

Intensive processing Supercritical solvents

Non-volatile solventsMicroreactors

Renewable feedstocks

Life cycle assessment

Solventless systems

Catalysis

Alternative routes

Page 13: —Weißefi Biotechnologie für die —Grünefi ChemieIowa) for the BioEconomy Biomass for Products, Fuel, and Power will transition to a multi-product industry Early 1900™s and

New Catalysts tailored for Application

-multi-phase catalysis,

- CO2 and O2 utilization combined with petrochemical intermediates

New Chemical Synthesis Technologies- micro-structured process components

- integrated unit-operations with reaction/separation

Forschungszentrum Karlsruhe:

Page 14: —Weißefi Biotechnologie für die —Grünefi ChemieIowa) for the BioEconomy Biomass for Products, Fuel, and Power will transition to a multi-product industry Early 1900™s and

�BIOWA�

das Programm des Staates IOWAhttp://www.biowa.us/about.html (Version 2004)

Beispiel:

Neue Begriffe:BioEconomyBiorefineryBuilding blocks

Page 15: —Weißefi Biotechnologie für die —Grünefi ChemieIowa) for the BioEconomy Biomass for Products, Fuel, and Power will transition to a multi-product industry Early 1900™s and

Growing Agriculture (and Growing Agriculture (and Growing Agriculture (and Growing Agriculture (and Iowa) for the Iowa) for the Iowa) for the Iowa) for the BioEconomyBioEconomyBioEconomyBioEconomy

Biomass for Products, Fuel, and Power will transition to a multi-

product industry

Early 1900�sand before

Late 1900�s Mid 2000�s

HeatHeat

HeatHeatElectricityElectricityEthanol (corn)Ethanol (corn)CharcoalCharcoalChemicalsChemicals

ChemicalsChemicalsPlasticsPlasticsEthanolEthanolBiogasBiogasHeatHeatElectricityElectricityOther fuelsOther fuelsCharcoalCharcoalBiomass feedstocks can be altered Biomass feedstocks can be altered

to optimize the desired outputto optimize the desired output

IIOWA OWA IINDUSTRIES NDUSTRIES OOF F TTHE HE FFUTUREUTURE

http://www.biowa.us/ (Version 2004)

Page 16: —Weißefi Biotechnologie für die —Grünefi ChemieIowa) for the BioEconomy Biomass for Products, Fuel, and Power will transition to a multi-product industry Early 1900™s and

A Vision of the BioEconomy in A Vision of the BioEconomy in A Vision of the BioEconomy in A Vision of the BioEconomy in Iowa in the Year 2020Iowa in the Year 2020Iowa in the Year 2020Iowa in the Year 2020

(10 Biorefineries in the state)Biorefinery:Cluster of biobased industries producing chemicals, fuels, power, products, and materials

Source: NREL

IIOWA OWA IINDUSTRIES NDUSTRIES OOF F TTHE HE FFUTUREUTURE

http://www.biowa.us/ (Version 2004)

Page 17: —Weißefi Biotechnologie für die —Grünefi ChemieIowa) for the BioEconomy Biomass for Products, Fuel, and Power will transition to a multi-product industry Early 1900™s and

Directional Targets Directional Targets Directional Targets Directional Targets ---- FuelsFuelsFuelsFuels

1. By 2020, Iowa will be producing 3% of U.S. liquid motor fuel from biorenewablesources (30% of the national goal).

2. By 2050, Iowa will be producing 17% of U.S. liquid motor fuel from biorenewablesources (30% of the national goal).

IIOWA OWA IINDUSTRIES NDUSTRIES OOF F TTHE HE FFUTUREUTURE

http://www.biowa.us/ (Version 2004)

Page 18: —Weißefi Biotechnologie für die —Grünefi ChemieIowa) for the BioEconomy Biomass for Products, Fuel, and Power will transition to a multi-product industry Early 1900™s and

BioEconomy is more BioEconomy is more BioEconomy is more BioEconomy is more than Productionthan Productionthan Productionthan Production

Production– Trees– Grasses– Agricultural

Crops– Agricultural

Residues– Animal Wastes– Municipal Solid

Waste

End-UsesProducts– Plastics– Functional Monomers– Solvents– Chemical Intermediates– Phenolics– Adhesives– Hydraulic Fluids– Fatty acids– Carbon black– Paints– Dyes, Pigments, and Ink– Detergents– Paper– Horticultural products – Fiber boards– Solvents– Adhesives– Plastic filler– Abrasives

FuelPower

Processing- Acid/enzymatic

hydrolysis- Fermentation- Bioconversion- Chemical Conversion- Gasification- Combustion- Co-firing

Plant Science– Genomics– Enzymes– Metabolism– Composition

http://www.biowa.us/ (Version 2004)

Page 19: —Weißefi Biotechnologie für die —Grünefi ChemieIowa) for the BioEconomy Biomass for Products, Fuel, and Power will transition to a multi-product industry Early 1900™s and

Directional Target Directional Target Directional Target Directional Target ----ChemicalsChemicalsChemicalsChemicals• By 2020, producing

and processing 3% of U.S basic chemical building blocks from biorenewable sources (30% of the national goal).

• By 2050, producing and processing 15% of U.S. basic chemical building blocksfrom biorenewablesources (30% of the national goal).

Today 2020 2050

BioBased: Iowa

BioBased: Non Iowa

Fossil Based

IIOWA OWA IINDUSTRIES NDUSTRIES OOF F TTHE HE FFUTUREUTURE

www-Präsentation

http://www.biowa.us/ (Version 2004)

Page 20: —Weißefi Biotechnologie für die —Grünefi ChemieIowa) for the BioEconomy Biomass for Products, Fuel, and Power will transition to a multi-product industry Early 1900™s and

http://www.biowa.us/media/BIOWA_brochure.pdf

Page 21: —Weißefi Biotechnologie für die —Grünefi ChemieIowa) for the BioEconomy Biomass for Products, Fuel, and Power will transition to a multi-product industry Early 1900™s and

Gegenwärtig werdenwerden in Forschung, Entwicklung und Praxis dreiSysteme stark forciert:

1) Die LCF-BIORAFFINERIE – Lignocellulose FeedstockBiorefinery(Rohstoffe: „naturtrockene“ Biomasse, cellulosehaltige Biomassen und Abfälle).

2) Die GETREIDE-BIORAFFINERIE – Cereal-Biorefinery, Corn-Refinery(Rohstoffe: Getreide-Ganzpflanzen, z.B. Triticeen,

Stärkepflanzen, z.B. Mais).

3) Die GRÜNE BIORAFFINERIE – Green Biorefinery

(Rohstoffe: „naturfeuchte“ Biomassen, grünes Gras, Luzerne,Klee, unreifes Getreide).

Das Konzept der Bioraffinerie

! Kamm, B.; Kamm, M.; Appl. Microb. & Biotechn., 2004

Page 22: —Weißefi Biotechnologie für die —Grünefi ChemieIowa) for the BioEconomy Biomass for Products, Fuel, and Power will transition to a multi-product industry Early 1900™s and

Fossil organic ressources (oil, gas, coal) are exhausted ± 2050

Reserves• oil ± 45 years• gas ± 65 years• coal ± 200 years

How to satisfy energy, resources, food demand of 10 billion people

• Using environmentally friendly and sustainable technologies !!

• From the fossil - resource era to the bio-resource era??

Scenario: ± 2050

Page 23: —Weißefi Biotechnologie für die —Grünefi ChemieIowa) for the BioEconomy Biomass for Products, Fuel, and Power will transition to a multi-product industry Early 1900™s and

Ziel der Bundesregierung:(EEG: Erneuerbare Energie-Gesetz) 2010 : Anteil der erneuerbaren Energien 4 %

2020: Ziel der Steigerung: auf 10 %

Energie aus Biomasse:Derzeit weltweit 10 -15 %

Deutschland 2000 2 % erneuerbare Energien(Solar, Wind, Geothermie, Bio-Energie)

Page 24: —Weißefi Biotechnologie für die —Grünefi ChemieIowa) for the BioEconomy Biomass for Products, Fuel, and Power will transition to a multi-product industry Early 1900™s and

Fazit: �Grüne Chemie�

Die nachhaltige (grüne) Chemie als Synonym der Integration des �Umweltgedankens�

kann zu neuen Wegen der

" Rohstoffnutzung" Technologieentwicklung" Produktentwicklung " der interdisziplinären Zusammenarbeit

führen.

Einer breiten Anwendung stehen jedoch derzeit insbesondere ökonomisch- gesellschaftliche Aspekte entgegen.Eine komplexe Technikfolgenabschätzung ist notwendig!!

Page 25: —Weißefi Biotechnologie für die —Grünefi ChemieIowa) for the BioEconomy Biomass for Products, Fuel, and Power will transition to a multi-product industry Early 1900™s and

2. 2. �Weiße� Biotechnologie

200 L Bioreaktor im UFZ

Page 26: —Weißefi Biotechnologie für die —Grünefi ChemieIowa) for the BioEconomy Biomass for Products, Fuel, and Power will transition to a multi-product industry Early 1900™s and

Biologie Chemie

Integrierte Prozesstechnik

Biokatalyse/Biokonversionen/Biotechnologie

für die Entlastung der Umwelt

„White biotechnology� (nach eurobio 2004)http://www.europabio.org/white_biotech.htm

Page 27: —Weißefi Biotechnologie für die —Grünefi ChemieIowa) for the BioEconomy Biomass for Products, Fuel, and Power will transition to a multi-product industry Early 1900™s and

1.Endprodukte des Energiestoffwechsels 2. Energiereservestoffe

3. Enzyme,

4. primäre Stoffwechselprodukte

5. Sekundärmetabolite (Antibiotica, Gibbelerine)

Produktbildung in der technischen Mikrobiologie:

Page 28: —Weißefi Biotechnologie für die —Grünefi ChemieIowa) for the BioEconomy Biomass for Products, Fuel, and Power will transition to a multi-product industry Early 1900™s and

1.Gruppe:Endprodukte des

Energiestoffwechsels (Ethanol, Milchsäure, Aceton-Butanol)

Page 29: —Weißefi Biotechnologie für die —Grünefi ChemieIowa) for the BioEconomy Biomass for Products, Fuel, and Power will transition to a multi-product industry Early 1900™s and

ErdölErdgas

Ethylen

Kohle

Acethylen

Biomasse

Ethanol

Acetaldehyd

Lactonitril

Milchsäure

Fermentation

Hexose oder Hexosepolymere

1981Acetaldehyd als �building block� in der chemischen Industrie

UFZ Biotechnikum

Page 30: —Weißefi Biotechnologie für die —Grünefi ChemieIowa) for the BioEconomy Biomass for Products, Fuel, and Power will transition to a multi-product industry Early 1900™s and

Ethanol

chemische Umwandlung

Ethylen, Butadien

chemische Umwandlung

Ethylendichlorid

Vinylchlorid

Ethylenglycolchemische Synthesen

Polymere, Kopolymere, Elastomere, Fasern, Plaste

Polyethylen TeflomPolypropylen CarbowaxPVC EponPolybutadien

EthylenoxidTetrafluoethylen

Biotechnologische Produkte in der chemischen Industrie

UFZ Biotechnikum

Page 31: —Weißefi Biotechnologie für die —Grünefi ChemieIowa) for the BioEconomy Biomass for Products, Fuel, and Power will transition to a multi-product industry Early 1900™s and

UFZ Biotechnikum

Benzol

Propylen

Styren Polyethylen Ethylenoxid

Ethylbenzol

Vinylchlorid Ethylenglycol

Ethylen Ethylendichlorid

AcetaldehydEssigsäureAcrylnitrilEssigsäureanhydridButadienVinylacetat

n-Butylen

Lactide

Acrylsäure

Propylenglycol Glycerid PropylenoxidAdipinsäure

Styren

1.3-Butadien

2-Butanon

Milchsäure

Ethanol

n-Butanol

2.3-Butandiol

Isopropanol

Fermentationsprodukte

Biotechnologische Produkte für die chemische Industrie

Page 32: —Weißefi Biotechnologie für die —Grünefi ChemieIowa) for the BioEconomy Biomass for Products, Fuel, and Power will transition to a multi-product industry Early 1900™s and

Bioethanol production and consumption in 2002

6316.426variousworld

140.21.6Sugarbeet and wheat

Europe2.0India3.4China

905.76.4cornU.S.A

928.79.5Sugarcane

Brazil

Percentage biofuel

Bio-fuelApplicationMill tons /year

Total productionbio ethanolMill tons/year

Rawmaterial

country

Page 33: —Weißefi Biotechnologie für die —Grünefi ChemieIowa) for the BioEconomy Biomass for Products, Fuel, and Power will transition to a multi-product industry Early 1900™s and

3. GruppeEnzyme

extracelluläre (z.B. Amylasen, Proteasen, Lipasen) oder

intracelluläre (z.B ß-Galactosidase))

Page 34: —Weißefi Biotechnologie für die —Grünefi ChemieIowa) for the BioEconomy Biomass for Products, Fuel, and Power will transition to a multi-product industry Early 1900™s and

Begriffdefinitionen:

BiokonversionenEnzymatische (biokatalytische) Umwandlungen von Rohstoffen zu definierten reinen Endprodukten.

BiotransformationenSelektive enzymatischen Umwandlungen (Substrat- und Regiospezifität) von definierten reinen Substanzen zu definierten Endprodukten, die insbesondere mit Stereo- und Enantioselektivität aufweisen.

Page 35: —Weißefi Biotechnologie für die —Grünefi ChemieIowa) for the BioEconomy Biomass for Products, Fuel, and Power will transition to a multi-product industry Early 1900™s and

Beispiele für Transformationen

Alternativen zu organischen Syntheseschritten

Einführung chiraler ZentrenAufspaltung racemischer Gemische

Funktionalisierung von nicht aktiven Positionen in Molekülen

Page 36: —Weißefi Biotechnologie für die —Grünefi ChemieIowa) for the BioEconomy Biomass for Products, Fuel, and Power will transition to a multi-product industry Early 1900™s and

Biotransformationen sind beispielhaftbeschrieben für:

- Asymetrische Decarboxylierungen- Anwendung von Hydroxynitril � Lyasen

- Stereoinversionen durch Redox-Reaktionen- Biotransformationen mit Peroxidasen

- chirale C3 und C4 Einheiten (building blocks) - Polyaminosäuren

- Epoxyd-Hydrolasen

nach K. Faber Biotransformationen , Springer Desktop Edition in Chemistry, 2000

Page 37: —Weißefi Biotechnologie für die —Grünefi ChemieIowa) for the BioEconomy Biomass for Products, Fuel, and Power will transition to a multi-product industry Early 1900™s and

C

C

C H2O H

H O HC

O HH C

HHO

H O H

C HO

C

C

C H2O H

H O HC

O HH C

HHO

H O H

C O O H

D -G lucose D -G luconic acid

2-O xo-D -glucon- säure

5-O xo-D -gluconic acid

L -A scorbic acid

(V itam in C )

2,5-D ioxo-D -gluconic acid

C

C

C H2O H

C

O HH C

HHO

O H

C O O H

H

O

C

C

C H2O H

C

O HH C

HHO

C O O H

O

O

C

C

C H2O H

H O HC

O HH C

HHO

C O O H

O

G luconobacter sp.E rw inia sp.A spergillus nigerA cetobacter m ethanolicus

G luconobacter oxydans ssp. suboxydans

Erw inia sp.Serratia m arcescens

G luconobacter oxydans ssp. m elanogenes

E rw inia sp.G luconbacter oxydansssp. m elanogenes

L (+)-T artaric acid

2-O xo-L -gulonic acid

C

C

C H2O H

HO HC

O HH C

HHO

O

C O O H

C orynebacterium sp.Brevibacterium sp.

V anadat- kat.

Enolisier.C yclisier.

G A D HG D H oder G O D

G A D H

K G D H

-2 H

-2 H

-2 H

-2 H

D K G R

G D H = G lucose dehydrogenaseG A D H = G luconic acid dehydrogenaseK G D H = O xogluconic acid dehydrogenaseD K G R = D ioxogluconic acid reductase

+2 HD -Isoascorbic acid

alcalin .C yclisier.

Vitamin C-Syntheseacc. to Boudrant (1990), Enzyme. Microb. Techn., 12, 322-29

Page 38: —Weißefi Biotechnologie für die —Grünefi ChemieIowa) for the BioEconomy Biomass for Products, Fuel, and Power will transition to a multi-product industry Early 1900™s and

Enzymatische Produktion von Acrylamid (Mitsubishi RAYON , Japan)

Enzym-katalysierte Synthese von Polyestern (Baxenden UK)

Gips-freie Zink-Raffination (Budel Zink, NL)

Kupfer-Bioleaching � Technologie (Billiton, South Africa)

Polymere aus erneuerbaren Rohstoffen (Cargill Dow, U.S.A.)

OECD - Studie mit 21 Fallbeispielen The Application of Biotechnology in Industrial Sustainability 2001

Page 39: —Weißefi Biotechnologie für die —Grünefi ChemieIowa) for the BioEconomy Biomass for Products, Fuel, and Power will transition to a multi-product industry Early 1900™s and

4.Gruppeprimäre Stoffwechselprodukte(Aminosäuren, Hydroxycarbonsäuren, Vitamine)

2-Oxoglutarsäure : ein neuer � Building block� der organischen Synthesechemie

Page 40: —Weißefi Biotechnologie für die —Grünefi ChemieIowa) for the BioEconomy Biomass for Products, Fuel, and Power will transition to a multi-product industry Early 1900™s and

2.1. �Grüne� Chemie

2.2. �Weiße� Biotechnologie

1. Einführung

4. Fazit und Ausblick

3. 2-Oxoglutarsäure :ein neuer � Building block�der organischen Synthesechemie

Page 41: —Weißefi Biotechnologie für die —Grünefi ChemieIowa) for the BioEconomy Biomass for Products, Fuel, and Power will transition to a multi-product industry Early 1900™s and

C C O

OH

CC

O

CO

OH

C C O

OH

Oalpha - ketoglutaric acid

2- oxoglutaric acid

2-oxo-pentane dicarboxylicacid

Basic structures of the 2-oxocarbonic acids

H

H

Page 42: —Weißefi Biotechnologie für die —Grünefi ChemieIowa) for the BioEconomy Biomass for Products, Fuel, and Power will transition to a multi-product industry Early 1900™s and

Pyruvate

Citrate

Isocitrate2-Oxoglutarate

Succinate

Fumarate

Malate

Oxalate

F-6-PFDPPEP

Pyruvate

Malate

Oxalacetate

Glyoxylatecycle

Alcohols

AcCoAAcCoA

Yarrowia lipolytica

n-paraffines

Mitochondria

Microsomes

Peroxisomes

Cytoplasm

glucose

Thiaminedepending DHs

2-Oxoglutarate

Metabolic scheme: 2-oxoglutarate formation

Page 43: —Weißefi Biotechnologie für die —Grünefi ChemieIowa) for the BioEconomy Biomass for Products, Fuel, and Power will transition to a multi-product industry Early 1900™s and

2-OGA: Process optimization

Aurich et al. 2000,ongoing work

0.380.37

6871

Sunflower oil rapeseed oil

YarrowialipolyticaH222-27-11

Chernyavskaya et al. 2000Illchenko et al. 2003

0.4249 Ethanol(fedbatch)

Yarrowialipolytica

Weissbrodt et al 1988 0.90195 n-paraffines(fedbatch)

YarrowialipolyticaH222-27-11

Maldonado et al 19760.80185 n-paraffinesCandida lipolytica(dipoid)

Tsugawa et al. 19690.6048 n-paraffinesCandida lipolytica

Tabaka et al. (1969) 0.7460 n-paraffinesArhthrobacterparaffineus

ReferencesYield g g-1

2-OGAg L-1

CarbonSource

Microorganisms

Page 44: —Weißefi Biotechnologie für die —Grünefi ChemieIowa) for the BioEconomy Biomass for Products, Fuel, and Power will transition to a multi-product industry Early 1900™s and

Product formation [g L-1] Substrate KGA PA CA ICA Total

YieldKGA

[g g-1] ProductivityKGA

[g L-1h-1]

Olive oil 64.8 1.0 0 0 65.8 0.58 0.18

Rapeseed oil 70.9 1.1 0.2 0 72.0 0.64 0.20 Rapeseed oil; high erucic 61.3 1.1 0.2 0 62.6 0.55 0.17

Sunflower oil 68.1 1.2 0.2 0 69.6 0.61 0.19

Yield and productivity of 2-OGA formation by Y. lipolytica

Page 45: —Weißefi Biotechnologie für die —Grünefi ChemieIowa) for the BioEconomy Biomass for Products, Fuel, and Power will transition to a multi-product industry Early 1900™s and

0

20

40

60

80

100

120

0 25 50 75 100 125 150 175 200 225 250 275 300 325 350 375

Time [h]

Org

anic

aci

ds, B

iom

ass

[g /

L]

0

100

200

300

400

500

600

700

800

NH

4-N [m

g / L

]

Ketoglutaric acidPyruvic acidCitric acidIsocitric acidBiomasstotal acidsNH4-N

Production of α-ketoglutaric acid from rapeseed oil byYarrowia lipolytica DSM8068 in fed-batch cultivation

(Conditions : 2 L-stirred tank reactor, temp. 30 °C, pH 5.0 ; after 24 hcultivation pH 3.8 adjusted with 30% NaOH, pO2-content 50 %,

stirrer speed 1200 rpm, 40 g L-1 rapeseed oil and 80 g L-1

feeding after 15 h; 2.5 g L-1 NH4Cl, 1 µg L-1 thiamine)

Page 46: —Weißefi Biotechnologie für die —Grünefi ChemieIowa) for the BioEconomy Biomass for Products, Fuel, and Power will transition to a multi-product industry Early 1900™s and

HO OH

O

O

O

HO

O

OH

O

N

NH

R

+ H2NNHR

unsoluble hydrazone2-Oxoglutaric acid cyclisation

N

NN

(S)OO(S)O

HO

NH2

Direct capture of productsFermentation broth

Product isolation by hydrazone formation

more than 30 different new 5, 6 and 7 heterocyclicring compounds with promising structures

Page 47: —Weißefi Biotechnologie für die —Grünefi ChemieIowa) for the BioEconomy Biomass for Products, Fuel, and Power will transition to a multi-product industry Early 1900™s and

Seven-ring heterocyclicsa.Polycyclic systems: two heterocyclic rings

Six-ring heterocyclicsa.monocyclic systems: one hetero atomb.polycyclic systems: one heterocyclic ring with one hetero atomc.polycyclic systems: two hetero cyclic rings with each one hetero atom d.monocyclic systems: two hetero atomse.Bicyclic systems: one heterocyclic ring with two hetero atomsf.Bicyclic systems: two heterocyclic rings, each two hetero atoms g.Monocyclic systems with three hetero atoms h.Bicyclic systems: two heterocyclic rings with three hetero atoms

Five-ring heterocyclicsa.Monocyclic systems: one hetero atomb.Bicyclic systems: one heterocyclic ring with one hetero atomc.Polycyclic systems: one or more heterocyclic rings with one

hetero atom eacha.Monocyclic systems: two hetero atomsb.Bicyclic systems: one heterocyclic ring with two hetero atoms c.Bi- and polycyclic systems: two und more heterocyclic rings with two

hetero atoms.

2-OGA: 2-oxoglutaric acid: New building block for heterocyclic compounds

Page 48: —Weißefi Biotechnologie für die —Grünefi ChemieIowa) for the BioEconomy Biomass for Products, Fuel, and Power will transition to a multi-product industry Early 1900™s and

•Microbial derivatisation to 2-oxogulonic acid (Vitamin C synthesis)

CH2OH-CO-(CHOH)2-

2.5-dioxogluconic acid

•Chemical conversion to isoascorbic acid•Chemical synthesis of as-triazines(this review)

CH2OH-(CHOH)3-2-oxogluconic acid

•Metabolite in TCA-cycle•Amino acid metabolisms•Chemical synthesis of heterocyclic compounds (this review)

HOOC-(CH2)2-

2-oxoglutaric acid

•Metabolite of phenylalanin,• in tobacco

(C6H5)-CH2-2-oxo phenylpropionic acid

• In amino acid metabolism in equilibrium with valin, • in cheese

(CH3)2CH2-CH2-2-oxo isocapronic acid

• Intermediate in metabolism of valine, • in cheese

(CH3)2CH-2-oxo isovalerianic acid

• Isoleucin- Synthesis, metabolite of threonin, • in milk and cheese

C2H5-2-oxo butyric acid

•Central metabolite•Synthesis of pharmaceutical compounds

CH3 -Pyruvic acid

•Main metabolite in glyoxylic acid cycle•Free in unripe fruits•Synthesis of allantoine and other compounds

H-Glyoxylic acid

Occurrence and applicationFormulaOxocarboxylicacid

Occurrence of2-oxocarboxylic acids

in nature

R-CO-COOH

Page 49: —Weißefi Biotechnologie für die —Grünefi ChemieIowa) for the BioEconomy Biomass for Products, Fuel, and Power will transition to a multi-product industry Early 1900™s and

400 L bioreactor UFZ

C C O

OH

O

A

B

Cn

The vision of a new building block

Foto: Neuheiser, UFZ

Page 50: —Weißefi Biotechnologie für die —Grünefi ChemieIowa) for the BioEconomy Biomass for Products, Fuel, and Power will transition to a multi-product industry Early 1900™s and

Aerobic fermentationR-COCOOH

2-Oxoglutaric acid

2- Oxo-D-gluconicacid

Pyruvic acid

Open yet for investigation for economic overproduction and as �building blocks�2-oxo butyric acid2-oxo isovalerianic acid2-oxo isocapronic acid2-oxo phenyl propionic acid2-oxo gulonic acid2-oxo galactonic acidand other pentaric and hexaricacids

•hydrophilic triazines•spiro-connected heterocyclics•substituted triazines•pyranoic amino acids

Five ring mono-Six ring bi-Seven ring polycyclic systems

Heterocyclics: as-triazines

The new building block: 2-OCA´s

Page 51: —Weißefi Biotechnologie für die —Grünefi ChemieIowa) for the BioEconomy Biomass for Products, Fuel, and Power will transition to a multi-product industry Early 1900™s and

Increased process efficiency

Renewable feedstocks

Reduction of

• Greenhouse gas emissions• Emissions to water

• Emissions to air• Resource usage

• Use of organic solvents and dangerous chemicals

Environmental aspects of the industrial (white) biotechnology

• The use of energy,

Page 52: —Weißefi Biotechnologie für die —Grünefi ChemieIowa) for the BioEconomy Biomass for Products, Fuel, and Power will transition to a multi-product industry Early 1900™s and

ENVIRONMENT: DECREASING THE FOOTPRINT

Environmental impactCase studies:

– NatureWorks™(Cargill Dow)

– Sorona®

(DuPont)

– Vitamin B2(BASF)

– Antibiotic Cephalexin (DSM)

Energy efficiency

+

+

+

Raw materialsconsumption

++

++

++ +

CO2emissions

++

+

Economicimpact

Productioncosts

0

+

+++ ++ + +

– Ethylene from bio-mass (future scenario)

0 ++ ++ --

– Scouring enzyme (Novozymes)

+ + 0 +

Europe: Realized Processes and advantages

Page 53: —Weißefi Biotechnologie für die —Grünefi ChemieIowa) for the BioEconomy Biomass for Products, Fuel, and Power will transition to a multi-product industry Early 1900™s and

Foto: Neuheiser, UFZ

Page 54: —Weißefi Biotechnologie für die —Grünefi ChemieIowa) for the BioEconomy Biomass for Products, Fuel, and Power will transition to a multi-product industry Early 1900™s and

bioreactors with different volumesFoto: Neuheiser, UFZ

Foto: Stottmeister, UFZ

Page 55: —Weißefi Biotechnologie für die —Grünefi ChemieIowa) for the BioEconomy Biomass for Products, Fuel, and Power will transition to a multi-product industry Early 1900™s and

Foto: Stottmeister, UFZ

Page 56: —Weißefi Biotechnologie für die —Grünefi ChemieIowa) for the BioEconomy Biomass for Products, Fuel, and Power will transition to a multi-product industry Early 1900™s and

Fermentorstand für die Zukunft: komplette Stofffluss-Bilanzenhigh-density fermentationMehrphasenfermentationex-geschützt für Gase und LM

MS-online-Kopplung

Foto: Stottmeister, UFZ

Page 57: —Weißefi Biotechnologie für die —Grünefi ChemieIowa) for the BioEconomy Biomass for Products, Fuel, and Power will transition to a multi-product industry Early 1900™s and

400 L FermentorFoto: Stottmeister, UFZ

Page 58: —Weißefi Biotechnologie für die —Grünefi ChemieIowa) for the BioEconomy Biomass for Products, Fuel, and Power will transition to a multi-product industry Early 1900™s and

Foto: Stottmeister, UFZ

Page 59: —Weißefi Biotechnologie für die —Grünefi ChemieIowa) for the BioEconomy Biomass for Products, Fuel, and Power will transition to a multi-product industry Early 1900™s and

UFZ-Umweltforschungszentrum Leipzig-Halle GmbH

Foto: Stottmeister, UFZ

Page 60: —Weißefi Biotechnologie für die —Grünefi ChemieIowa) for the BioEconomy Biomass for Products, Fuel, and Power will transition to a multi-product industry Early 1900™s and

Institute of Organic Chemistry, Leipzig University

Prof. H. WildeProf. D. Sicker

Foto: Stottmeister, UFZ

Page 61: —Weißefi Biotechnologie für die —Grünefi ChemieIowa) for the BioEconomy Biomass for Products, Fuel, and Power will transition to a multi-product industry Early 1900™s and

BBZ Biocity LeipzigBIOCITY Leipzig

Foto: Stottmeister, UFZ

Page 62: —Weißefi Biotechnologie für die —Grünefi ChemieIowa) for the BioEconomy Biomass for Products, Fuel, and Power will transition to a multi-product industry Early 1900™s and

2.1. �Grüne� Chemie

2.2. �Weiße� Biotechnologie

1. Einführung

4. Fazit und Ausblick

3. 2-Oxoglutarsäure : ein neuer � Building block�der organischen Synthesechemie

Page 63: —Weißefi Biotechnologie für die —Grünefi ChemieIowa) for the BioEconomy Biomass for Products, Fuel, and Power will transition to a multi-product industry Early 1900™s and

Die industrielle Biotechnologie als Partner einer nachhaltigen Chemie:

Zukünftige Entwicklungen

Page 64: —Weißefi Biotechnologie für die —Grünefi ChemieIowa) for the BioEconomy Biomass for Products, Fuel, and Power will transition to a multi-product industry Early 1900™s and

Developing Developing a a StrategicStrategic Research Agenda and Research Agenda and Roadmap Roadmap (1)(1)

Main R&D objectives

Strain, biocatalyst & process optimization

Novel and/or improved functionalities and products

Page 65: —Weißefi Biotechnologie für die —Grünefi ChemieIowa) for the BioEconomy Biomass for Products, Fuel, and Power will transition to a multi-product industry Early 1900™s and

Developing Developing a a StrategicStrategic Research Agenda and Research Agenda and RoadmapRoadmap (2)(2)

Research & Technology areas in IB• Novel enzymes and microorganisms – metagenomics• Microbial genomics and bioinformatics• Metabolic engineering and modeling• Performance proteins and nanocomposite materials• Biocatalyst function and optimization• Biocatalytic process design• Innovative fermentation science• Innovative down-stream processing• Integrated biorefineries

Page 66: —Weißefi Biotechnologie für die —Grünefi ChemieIowa) for the BioEconomy Biomass for Products, Fuel, and Power will transition to a multi-product industry Early 1900™s and

Fluoreszensmikroskopische Aufnahme

Neue Technologien in der industriellen Biotechnologie:• Neue Rohstoffe• Mehrphasenfermentation• Dynamische Prozessführung dem metabolischen Zustand entsprechend• Online Kopplung von Sensoren

• Ausnutzung extremophiler Mikroorganismen und deren Proteinen • Ausnutzung der Leistung von mikrobiellen Gemeinschaften• Gentechnik und Molekularbiologie zum Überwinden oder

Ausnutzen von Stresszuständen• Enzymdesign und Synzyme

Page 67: —Weißefi Biotechnologie für die —Grünefi ChemieIowa) for the BioEconomy Biomass for Products, Fuel, and Power will transition to a multi-product industry Early 1900™s and

http://www.biowa.us/about.htmlhttp://www.europabio.org/white_biotech.htmhttp://ec.europa.eu/environment/etap/index_en.htmhttp://wbt.dechema.de/Positionspapier.htmlhttp://www3.biorenew.iastate.edu/publications/BigPictureBioEconomy.pdfhttp://www.eesi.org/briefings/2003/EnergyandClimate/5.20.03%20Biomass/anderl.ppt#1http://www1.umn.edu/iree/ppt/brown_iree_11_04.ppt#20http://www.amrcc.com/biomass/NewVenturesppt.pdfhttp://www.amrcc.com/biomass/M%20Ott%20Presentation.ppt#5

Verwendete Internet-Präsentationen

Page 68: —Weißefi Biotechnologie für die —Grünefi ChemieIowa) for the BioEconomy Biomass for Products, Fuel, and Power will transition to a multi-product industry Early 1900™s and

Industrielle Biotechnologie für eine nachhaltige Chemie

Ulrich Stottmeister

Kolloquium6.6.07

HOCHSCHULEZITTAU/GÖRLITZ (FH)University of Applied Sciences

Page 69: —Weißefi Biotechnologie für die —Grünefi ChemieIowa) for the BioEconomy Biomass for Products, Fuel, and Power will transition to a multi-product industry Early 1900™s and

Vision 2020 ???

Foto: Stottmeister, UFZ