Total Synthesis of (+)-Biotin Hoffmann-La Roche J. Am. Chem. Soc. 1982, 104, 6460-6462. Presented by Derek Ahneman.

Slides:

Advertisements

Similar presentations

Read the clues and decide on the nutrient.

Advertisements

Unit 4 Metabolism Chapter 26

VITAMINS Most plants synthesize all of these substances. Animals generally lost their ability to synthesize so they must obtain vitamins from food molecules.

6.4 GLUCONEOGENESIS.

Animal Nutrition Topic # 3041 Ms. Blakeley

Animal Nutrition Topic # 3041 Ms. Blakeley

The Digestive System. The Mouth The Digestive System The Mouth Physical Digestion.

Hydrolysis and dehydration synthesis Standard 4 key idea 3 performance indicator 1.2 major understanding 1.2h.

Functional Groups.  Functional groups are groups of organic molecules that react in predictable ways  We use them to understand biochemical reactions.

PE 712.  Alcohol and drug use: ◦ Cancels out gains from your workout  Diminishes protein synthesis  Decreases muscle growth ◦ Cause dehydration and.

VITAMINS-5 Dr. Shariq Syed Shariq AIKC/SYB/2014. Review last lecture Summarize what’s done Plan for today Shariq AIKC/SYB/2014.

1 Vitamins Monika Yadav. Vitamins Vitamins are essential organic nutrients, required in small amounts. They cannot be synthesized by the body. Must be.

UNIT 6: PHYSIOLOGY Chapter 32: Digestive and Excretory Systems.

Macromolecules Carbohydrates & Lipids

Food and Energy Section 1.

THIS IS A Review Biochemistry Intro to Biochem CarbsProteins Lipids Nutrients Mystery.

Water and Minerals Carbs LipidsProteinsFood Labels

Welcome to class of Metabolism Dr. Meera Kaur. What is metabolism? Metabolism is all the chemical reactions done by living organism. Virtually all chemical.

The Human Body Nutrition.

Fats (an example of a lipid) Glycerol – Has three –OH groups – Polar molecule Soluble in water Fatty Acids – Long chains of hydrocarbons Insoluble in water.

Chapter 14.4: Gluconeogenesis CHEM 7784 Biochemistry Professor Bensley.

Mammalian Physiology and Behaviour THE LIVER. ROLES OF THE LIVER.

(c) The McGraw-Hill Companies, Inc.

CHAPTER 24: Carbohydrate, Lipid, & Protein Metabolism

VITAMIN & MINERAL NOTES. Vitamins are found in nearly all the foods listed on MyPlate. They do not supply energy (calories) as carbohydrates fats, proteins.

THE CITRIC ACID CYCLE Kadek Rachmawati.

NS 315 Unit 4: Carbohydrate Metabolism Jeanette Andrade MS,RD,LDN,CDE Kaplan University.

FERMENTATION: ANAEROBIC HARVESTING OF ENERGY © 2012 Pearson Education, Inc.

Wed Sept 13 Review worksheet covering objectives for cell respiration, after 1 st... Wrap up enzyme function (as an example of modulating protein function)

Gluconeogenesis Title - making glucose.

Essential Molecules. Some important elements Biological Molecules Organisms are made from a huge variety of organic and inorganic compounds. The most.

Phar 722 Pharmacy Practice III Vitamins- Biotin Spring 2006.

ELAINE N. MARIEB EIGHTH EDITION 2 Copyright © 2006 Pearson Education, Inc., publishing as Benjamin Cummings PowerPoint ® Lecture Slide Presentation by.

CHAPTER 8- FOOD AND NUTRITION (SEC 2 & 3). OBJECTIVE  Students will be able to differentiate between types of nutrients and explain how they impact a.

Most absorption of nutrients occurs in the small intestine.

Nutritional and metabolic diseases By Dr.Dlair Maroof MB.CH.B, D.I.M, F.I.C.M.

Enzyme Notes. Enzymes are essential for digestion. What is DIGESTION? Breaking down large, insoluble (can’t dissolve in water) molecules into smaller,

6. Name the 2 structures that are involved in mechanical digestion. 7. Name & state the functions of digestive enzymes for carbohydrates, proteins & fats.

NS 315 Unit 4: Carbohydrate Metabolism Jeanette Andrade MS,RD,LDN,CDE Kaplan University.

Vitamins and Minerals. Vitamins Organic molecules that the body needs in very small amounts are called vitamins. Most vitamins are needed by the body.

Nutrition. CARBOHYDRATES Carbohydrates – Starches and sugars. 2 types Simple – sugars. Natural sugars that do not have to be broken down. Ex. Fruits,

Singlet oxygen: From discovery to natural and biologically active product synthesis November, th 2005 By Isabelle Bonnaventure Literature Meeting.

Fate of Pyruvate & Citric Acid Cycle

Element 5; Lecture 5 Carbohydrate Metabolism Gluconeogenesis Ms. K. Rohini Lecturer - FoM.

The liver, the largest gland of the body, can be considered a chemical factory that manufactures, stores, alters, and excretes a large number of substances.

Anatomy and Physiology

Starter Name the organs of the digestive system that food travels through in order. What other organs are involved in the digestive system that food.

The Structures of the Major Food Nutrients

KEY CONCEPT Cells require many different nutrients.

KEY CONCEPT Cells require many different nutrients.

NUTRIENTS IN FOOD We eat and drink every day. Food contains different nutrients. There are 6 ESSENTIAL NUTRIENTS: 1. CARBOHYDRATES - give our body energy.

Glucose Metabolism (Gluconeogenesis)

Metabolism of Protein Amino Acids.

THIS IS Jeopardy.

Vitamins are compounds found in food that help regulate body processes.

Biotin, also known as vitamin H or coenzyme R, is

Note Tour of Atlantic Superstore in Sydney River TUESDAY 21 MARCH

KEY CONCEPT Cells require many different nutrients.

Fatty Acid Synthesis.

Total Synthesis of Cribrostatin IV and ET-743

I. An Overview of Nutrition

Reaction time زمن الرجع.

Nutrition - Nourishing Your Body

Note Tour of Atlantic Superstore in Sydney River TUESDAY 21 NOVEMBER

Digestion What we eat Page

Delivery of nutrients to cells

KEY CONCEPT Cells require many different nutrients.

Presentation transcript:

Total Synthesis of (+)-Biotin Hoffmann-La Roche J. Am. Chem. Soc. 1982, 104, Presented by Derek Ahneman

Hoffmann-La Roche, Inc. Swiss global health care company Founded by Fritz Hoffmann-La Roche in 1896 Headquartered in Basel, Switzerland Enrico Baggiolini’s group located in Nutley, NJ Roche in FY 2011: Revenue: $47 billion Profit: $10 billion Over 80,000 employees

Biotin Essential water soluble vitamin (B 7 ) Coenzyme in the synthesis of fatty acids, isoleucine, and valine Also plays a role in gluconeogenesis, or generation of glucose from non- carbohydrate sources (lactate, etc.) Produced by intestinal bacteria Tetrahydrothiophene ring with cyclic urea Three contiguous stereocenters

Retrosynthetic Analysis of Biotin

Synthesis of (+)-Biotin

Conclusion Total synthesis of (+)-biotin is reported Relatively simple and inexpensive starting materials Key step is an intramolecular nitrone-olefin [3+2] cycloaddition reaction Diastereoselectivity controlled by conformation of ten-membered ring …Questions?