Enzymes in green chemistry

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1 Enzymes in green chemistry Suresh Kumar Kannapogu Project-Leader 21/02/2017

2 About us Pioneered enzyme production in India in 1958 Leading producer of enzymes in Asia Exports to 45+ countries across 6 continents 60+ enzymes and 360+ products Safe, eco-friendly and biodegradable solutions for 25+ industries State-of-the-art manufacturing facilities that are IS and WH cgmp certified Think of Life Think of Enzymes Think of us!

3 History & Milestones 1958: India's first enzyme manufacturing plant (for Papain) is pioneered by Mr. L.C. Rathi 1978: Rathi Papains Pvt. Ltd. was incorporated 1986: Specialty Enzymes & Biotechnologies, United States is set up 1989: Advanced Enzymes is incorporated (riginally under the name of Advanced Biochemicals Pvt. Ltd. ) 1994: Commissioning of our 1 st fermentation facility at Sinnar, Maharashtra 2008: Commissioning of 2 nd fermentation facility at Pithampur, Madhya Pradesh 2011: US Businesses operating under the name of Specialty Enzymes & Biotechnologies are consolidated under our subsidiary Advanced Enzymes USA 2016 : Listed in BSE & NSE. nly Enzyme Manufacturing Co. Listed.

4 Manufacturing Sites Fermentation, Recovery, Mixing & Blending facility at Sinnar, Maharashtra, India Fermentation, Recovery, Mixing & Blending facility at Pithampur,Madhya Pradesh, India Extraction & Recovery plant at Satpur, Maharashtra, India Mixing & Blending facility at Vashind, Maharashtra, India Two Mixing & Blending facilities at Chino, California, USA

5 Fermentation, Recovery, Mixing & Blending facility at Pithampur, Madhya Pradesh, India

6 Business Segments

7 What are Enzymes? Enzymes are biological catalysts which accelerates chemical reaction without being consumed or changed.

8 Enzymes are Important tool in green chemistry Enzymes have emerged as preferred tools in green chemistry and increasingly used in industrial processes due to their ability to catalyze reactions with high catalytic efficiency and specificity. Today a Google search for enzymes in green chemistry produces 20,00,000 results in 0.37 seconds showing their importance.

9 Enzymes Growth The world market for enzyme production and application in chemical sector is growing bigger every day,and the demand for useful biocatalysts is increasing rapidly. As per business standard report the current enzyme market is 5.7 USD. By 2020 enzymes market will grow worth 7.2 Billion USD by 2020.

10 Importance of Enzymes in Pharmaceutical Industry Enzymes process are much safer and easy to control than chemical Avoidance of hazardous reagents. Enzymes works in aqueous and non aqueous media Enzymes operate under milder conditions( Ambient Temp, ph Etc) Enzymes offer high optical purity,high chemo selectivity, high regio- and stereo-selectivity. Enzymes produce no harmful by-products. Enzymes are biodegradable and reusable. High yield due to excellent selectivity Reduce number of manufacturing steps

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12 Enzymes Vs Chemical reaction Parameter Chemical Biocatalysis Manpower Requirement High Low Power Consumption High Low Solvent Requirement High Low Specific Reactions Not Possible Possible Yield of Desired Product Relatively Low Close to 100% Need for Purification Very High Low Effluent Load High Low Processing Time Longer Shorter Risk Involved in the Process High Low

13 Types of Enzymatic Reactions

14 Types of Enzymatic Reactions

15 Lock and Key Model + S S + P P E + S ES complex E + P

16 Induced Fit Model S S P P E + S ES complex E + P

17 Misconceptions and Myths Enzymes are highly unstable Enzymes act only on natural substrates Enzymes are too expensive Productivity of Enzymes are too low

18 Pharma Applications

19 Pregabalin Intermediate Cyano Route EtC CN CEt diethyl (1-cyano-3-methylbutyl)malon ate Lipase -C S-Enantiomer CN CEt + CN EtC CEt R-Enantiomer To treat Epilepsy, Neuropathic pain

20 Pregabalin Intermediate (Methyl Isobutyl Glutarate) Me Me Lipase Me H dimethyl 3-(2-methylpropyl)pentanedioate (3S)-3-(2-methoxy-2-oxoethyl)-5- methylhexanoic acid

21 Prostaglandins Intermediate Lipase H H 3 C cyclopent-4-ene-1,3-diyl diacetate (1S,4R)-4-hydroxycyclopent-2-en-1-yl acetate Platelet Aggregation inhibitor Versatile building block (Ticagrelor/ Prostaglandins, Prostacyclin's and Thromboxane )

22 Trandolapril Intermediate CMe Lipase CH CMe dimethyl cyclohexane-1,2-dicarboxylate CMe (1S,2R)-2-(methoxycarbonyl) cyclohexanecarboxylic acid Ace Inhibitor, Anti Hypertensive

23 Darunavir Intermediate Lipase H H H hexahydrofuro[2, 3-b]furan-3-yl acetate H + (3R,3aS,6aR)-hexahyd rofuro[2,3-b]furan-3-yl acetate H (3S,3aS,6aR)-hexahydr ofuro[2,3-b]furan-3-ol Anti Viral

24 Moxifloxacin(Nonane) Intermediate N dimethyl 1-acetylpiperidine-2,3-dic arboxylate Lipase N dimethyl (2S,3R)-1-acetylpiperidine-2,3-d icarboxylate + N H (2R,3S)-1-acetyl-2-(methoxyca rbonyl)piperidine-3-carboxylic acid It is fourth-generation synthetic Fluoroquinolone antibacterial Agent

25 danacatib Intermediate C H 3 F Lipase C H 2 N C H 3 F C H 2 NH 2-(but-3-en-1-yl)-4-(2-fluo ro-2-methylpropyl)-1,3-ox azol-5(4h)-one N-[(2R)-4-fluoro-4-methylpentan-2-yl]p ent-4-enamide Key Intermediate for danacatib steoporosis and Bone Metastasis

26 L-Menthol H 3 C Lipase 5-methyl-2-(propan-2-yl)cyclohexyl benzoate H 3 C H (1R,2S,5R)-5-methyl-2-(propan-2-yl)cyclohexanol (-)-Menthol Various applications in pharma and cosmetics

27 Perindopril Intermediate N H Lipase N H + N H H ethyl indoline-2-carboxylate ethyl (2R)-indoline-2-carboxylate (2S)-indoline-2-carboxylic acid (Racemic) Treat high blood pressure

28 Lipases are versatile Biocatalyst

29 ur Enzymes are used in following areas Chiral Drug Intermediates Cosmetic Esters Flavors / Perfume Esters Fine Chemical Synthesis Emulsifiers Polymers

30 Enzymes we offer for Biocatalysis Lipases - Candida Antartica Lipase A(CAL-A) - Candida Antartica Lipase B(CAL-B) - Thermomyces Lanuginosus Lipase (TL) - Candida Rugosa Lipase (CRL) - Rhizomucor Miehei Lipase - Pancreas Lipase Proteases - Addzyme FP Addzyme AFP Addzyme BPS 200 -Addzyme BPN Addzyme LP 1000L -Addzyme DP 1000L Glucose xidase Celluloses Xylanases

31 ur Lipases offerings Parameters Addzyme Lipase Liquid Addzyme Powder Addzyme Immobilized Colour Light Yellow to Brown White White Beeds ph Stability Temperature Stability C C C ( Non Polar Solvents) C ( Polar Solvents) Activity 7000 units/gm 10,000 units/gm 10,000 units/gm

32 Technological assessment We at Advanced Enzymes are manufacturing and exporting the enzymes to the various applications for last 4 decades. ur technical and application lab is well equipped to develop and resolve the technical queries. Supported by the Enzymes experts for the Industrial applications. Talk to us for the new development and support.

33 Thank You