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12442cam a2200529 i 4500 |
| 001 - CONTROL NUMBER |
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u13818 |
| 003 - CONTROL NUMBER IDENTIFIER |
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SA-PMU |
| 005 - DATE AND TIME OF LATEST TRANSACTION |
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| control field |
20210418123010.0 |
| 008 - FIXED-LENGTH DATA ELEMENTS--GENERAL INFORMATION |
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| fixed length control field |
160218s2016 nyua b 001 0 eng |
| 010 ## - LIBRARY OF CONGRESS CONTROL NUMBER |
|---|
| LC control number |
2016003452 |
| 040 ## - CATALOGING SOURCE |
|---|
| Original cataloging agency |
DLC |
| Language of cataloging |
eng |
| Description conventions |
rda |
| Transcribing agency |
DLC |
| Modifying agency |
YDX |
| -- |
OCLCF |
| -- |
BDX |
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BTCTA |
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YDXCP |
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WVU |
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YUS |
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CUY |
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U3G |
| -- |
OCLCO |
| -- |
OCLCQ |
| 020 ## - INTERNATIONAL STANDARD BOOK NUMBER |
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| International Standard Book Number |
9780199860531 |
| Qualifying information |
(hbk.) |
| 020 ## - INTERNATIONAL STANDARD BOOK NUMBER |
|---|
| International Standard Book Number |
019986053X |
| Qualifying information |
(hbk.) |
| 024 8# - OTHER STANDARD IDENTIFIER |
|---|
| Standard number or code |
40026368685 |
| 035 ## - SYSTEM CONTROL NUMBER |
|---|
| System control number |
(OCoLC)940455259 |
| 042 ## - AUTHENTICATION CODE |
|---|
| Authentication code |
pcc |
| 050 00 - LIBRARY OF CONGRESS CALL NUMBER |
|---|
| Classification number |
QD262 |
| Item number |
.M744 2016 |
| 082 00 - DEWEY DECIMAL CLASSIFICATION NUMBER |
|---|
| Classification number |
572/.45 |
| Edition number |
23 |
| 029 1# - OTHER SYSTEM CONTROL NUMBER (OCLC) |
|---|
| OCLC library identifier |
AU@ |
| System control number |
000057132381 |
| 029 1# - OTHER SYSTEM CONTROL NUMBER (OCLC) |
|---|
| OCLC library identifier |
CHBIS |
| System control number |
010708092 |
| 029 1# - OTHER SYSTEM CONTROL NUMBER (OCLC) |
|---|
| OCLC library identifier |
CHVBK |
| System control number |
374552789 |
| 029 1# - OTHER SYSTEM CONTROL NUMBER (OCLC) |
|---|
| OCLC library identifier |
GBVCP |
| System control number |
848293452 |
| 100 1# - MAIN ENTRY--PERSONAL NAME |
|---|
| Personal name |
Morrow, Gary W., |
| Dates associated with a name |
1951- |
| 245 10 - TITLE STATEMENT |
|---|
| Title |
Biorganic synthesis : |
| Remainder of title |
an introduction / |
| Statement of responsibility, etc. |
Gary W. Morrow. |
| 264 #1 - PRODUCTION, PUBLICATION, DISTRIBUTION, MANUFACTURE, AND COPYRIGHT NOTICE |
|---|
| Place of production, publication, distribution, manufacture |
New York, NY : |
| Name of producer, publisher, distributor, manufacturer |
Oxford University Press, |
| Date of production, publication, distribution, manufacture, or copyright notice |
[2016] |
| 300 ## - PHYSICAL DESCRIPTION |
|---|
| Extent |
xxi, 429 pages : |
| Other physical details |
illustrations ; |
| Dimensions |
25 cm |
| 336 ## - CONTENT TYPE |
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| Content type term |
text |
| Content type code |
txt |
| Source |
rdacontent |
| 337 ## - MEDIA TYPE |
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| Media type term |
unmediated |
| Media type code |
n |
| Source |
rdamedia |
| 338 ## - CARRIER TYPE |
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| Carrier type term |
volume |
| Carrier type code |
nc |
| Source |
rdacarrier |
| 504 ## - BIBLIOGRAPHY, ETC. NOTE |
|---|
| Bibliography, etc. note |
Includes bibliographical references and index. |
| 505 00 - FORMATTED CONTENTS NOTE |
|---|
| Miscellaneous information |
Note continued: |
| Title |
Study Problems -- |
| -- |
Why We Synthesize Organic Compounds -- |
| -- |
Synthetic Challenges: Total Synthesis -- |
| -- |
Synthetic Challenges: Semisynthesis -- |
| -- |
Synthetic Challenges: Biomimetic Synthesis -- |
| -- |
Synthetic Challenges: Structural Revision or Confirmation -- |
| -- |
Synthetic Challenges: Formal Synthesis -- |
| -- |
Synthetic Challenges: Stereoselective Synthesis of Optically Pure Compounds -- |
| -- |
Resolution of Enantiomers to Obtain Optically Pure Compounds -- |
| -- |
Use of Chiral Pool Compounds for Synthesis of Optically Pure Natural Products -- |
| -- |
Use of Chiral Reagents for Synthesis of Optically Pure Compounds -- |
| -- |
Use of Chiral Substrate Control for Stereoselective Synthesis -- |
| -- |
Use of Chiral Auxiliaries for Synthesis of Optically Pure Compounds -- |
| -- |
Use of Chiral Catalysis for Synthesis of Optically Pure Compounds -- |
| -- |
Use of Enzymes for Synthesis of Optically Pure Compounds: Biocatalysis -- |
| -- |
Some Final Thoughts -- |
| -- |
Study Problems. |
| 505 00 - FORMATTED CONTENTS NOTE |
|---|
| Miscellaneous information |
Machine generated contents note: |
| Title |
The Unique Role of Carbon -- |
| -- |
Distinguishing Primary Versus Secondary Metabolism -- |
| -- |
Secondary Metabolites and Natural Products -- |
| -- |
Natural Products in Organic Chemistry and Medicine -- |
| -- |
The Organic Chemistry of Biosynthesis -- |
| -- |
Goals and Structure of This Book -- |
| -- |
Review of Functional Groups, Stereochemistry, and Conformational Analysis -- |
| -- |
Prochiral Relationships: One Step from Chirality -- |
| -- |
Prochiral it-Systems: "Two-Faced" Reaction Centers -- |
| -- |
Diastereotopic Atoms and Groups: One Step from a Diasteroeomer -- |
| -- |
Monosubstituted Cyclohexanes: Favoring Equatorial Positions -- |
| -- |
Disubstituted Cyclohexanes: Equivalent and Nonequivalent Combinations -- |
| -- |
Bicyclic Systems: Joining of Rings -- |
| -- |
Heterocyclic Ring Systems: One Atom Makes All the Difference -- |
| -- |
Bond Making and Breaking: Have Pair, Will Share; Need Two from You -- |
| -- |
Bronsted Acid-Base Reactions: Proton Donors Gladly Accepted -- |
| -- |
Acidity Trends: Why that Proton Is or Isn't Acidic -- |
| -- |
Carbocations: Three Bonds to Carbon Can Be a Plus -- |
| -- |
Radicals: Odd and Reactive -- |
| -- |
Elimination Reactions: Introducing the Carbon-Carbon n-Bond -- |
| -- |
Carbocations: Rearrangements and Fates -- |
| -- |
Electrophilic Additions: n-Bonds as Nucleophilic Agents -- |
| -- |
Nucleophilic Substitutions and Alkylations: Make or Break for C-X Bonds -- |
| -- |
Nucleophilic Carbonyl Addition Reactions: C=O n-Bond under Attack -- |
| -- |
Imine Formation: Making the Essential C=N Linkage -- |
| -- |
Nucleophilic 1,4-(Conjugate) Addition Reactions: Remote Attack on Conjugated Carbonyls -- |
| -- |
Nucleophilic Acyl Substitution Reactions: Turning One Acyl Compound into Another -- |
| -- |
Looking Ahead -- |
| -- |
Study Problems -- |
| -- |
Enzymes: The Catalysts of Biological Organic Chemistry -- |
| -- |
Cofactors: Enzyme Assistants in Bioorganic Reactions -- |
| -- |
NADH/NADPH: Nature's Version of Sodium Borohydride for Carbonyl Reduction -- |
| -- |
NAD+/NADP+: Nature's Version of PCC for Alcohol Oxidation -- |
| -- |
FAD: Another Hydride Acceptor for Dehydrogenations -- |
| -- |
Monooxygenases: Special Delivery of One 0 atom from 02 -- |
| -- |
Dioxygenases: Delivering Both 0 Atoms from 02 -- |
| -- |
Other Oxidations: Hydroquinone and Catechol Oxidations -- |
| -- |
Amine Oxidations: From Imines to Carbonyl Compounds and Beyond -- |
| -- |
PLP: Transamination and Decarboxylation of Amino Acids -- |
| -- |
Other Important Decarboxylations: 13-Keto Acids, o- and p-Hydroxybenzoic Acids -- |
| -- |
Thiamine Diphosphate (TPP) and Lipoic Acid: Decarboxylation and Acyl Transfer -- |
| -- |
Biotin: The CO2 Carrier, Transport, and Transfer Agent -- |
| -- |
SAM: A C1 Fragment for Methyl Groups -- |
| -- |
DMAPP: An Allylic C, Fragment for Structure Building -- |
| -- |
Other Essential Structural Fragments: Putting it All Together -- |
| -- |
Looking Ahead -- |
| -- |
Study Problems -- |
| -- |
What Makes a Carbohydrate? -- |
| -- |
Cyclic Hemiacetals and Anomers -- |
| -- |
C-2 Epimers and Enediols[--]Simple Conversion of One Carbohydrate into Another -- |
| -- |
Other Important Monosaccharides: Deoxy and Amino Sugars -- |
| -- |
The Significance of the Anomeric Carbon: Glycoside Formation -- |
| -- |
UDP-Sugars and Glycoside Formation: SN2 Chemistry at Work -- |
| -- |
Organic Reactions in Carbohydrate Chemistry: Overview of Glucose Metabolism -- |
| -- |
Glycolysis: A 10-Step Program -- |
| -- |
What Happens to the Pyruvic Acid from Glycolysis -- |
| -- |
The Citric Acid Cycle: Another 10-Step Program -- |
| -- |
The Pentose Phosphate Pathway: Seven Alternative Steps to Some Familiar Intermediates -- |
| -- |
The Big Picture -- |
| -- |
Amino Acids: More Important Primary Metabolite Building Blocks for Biosynthesis -- |
| -- |
Biosynthesis of Serine: A Good Place to Start -- |
| -- |
Peptides and Proteins: A Very Brief Review -- |
| -- |
Putting Proteins and Carbohydrates Together: Glycoproteins Versus Protein Glycosylation -- |
| -- |
Looking Ahead -- |
| -- |
Study Problems -- |
| -- |
Classification of Terpenes: How Many Isoprene Units? -- |
| -- |
The Mevalonic Acid Route to DMAPP and IPP -- |
| -- |
The Deoxyxylulose Phosphate Route to IPP and DMAPP -- |
| -- |
Hemiterpenes: Just One Isoprene Unit -- |
| -- |
Monoterpenes (C10) and Isoprene Linkage: Heads, IPP Wins; Tails, DMAPP Loses -- |
| -- |
Geranyl PP to Neryl PP via Linalyl PP: The Importance of Alkene Stereochemistry -- |
| -- |
Some Acyclic Monoterpenes and Their Uses -- |
| -- |
Mono- and Bicyclic Monoterpenes via Cationic Cyclizations and Wagner-Meerwein Shifts -- |
| -- |
What's that Smell? Limonene Derivatives as Flavor and Fragrance Compounds -- |
| -- |
Irregular Monoterpenes: If Not Head-to-Tail, then How? -- |
| -- |
Iridoids: From Catnip to Alkaloids -- |
| -- |
Sesquiterpenes (C15): Linking of Different Starter Units -- |
| -- |
Some FPP Cyclizations in Sesquiterpene Biosynthesis -- |
| -- |
Trichodiene and the Trichothecenes: How to Trace a Rearrangement Pathway -- |
| -- |
Diterpenes (C20): Taking it to the Next Level of Molecular Complexity and Diversity -- |
| -- |
Cyclic Diterpenes: From Baseball and Plant Hormones to Anticancer Drugs -- |
| -- |
Sesterterpenes (C25): Less Common, More Complex -- |
| -- |
Triterpenes and Steroids: Another Case of Irregular Linkage of Terpene Units -- |
| -- |
Oxidosqualene and Steroid Biosynthesis: Cyclization to Lanosterol and Beyond -- |
| -- |
Conversion of Lanosterol (C30) to Cholesterol (C27): Where Did the Carbons Go? -- |
| -- |
Conversions of Cholesterol: Production of the Sex Hormones -- |
| -- |
Dehydrocholesterol, Sunshine, and Vitamin D3 Biosynthesis -- |
| -- |
Tetraterpenes and Carotenoids: Tail-to-Tail Linkage of C20 Units -- |
| -- |
Looking Ahead -- |
| -- |
Study Problems -- |
| -- |
Fatty Acids: Multiples of Two Carbons, Saturated or Unsaturated -- |
| -- |
Saturated Fatty Acid Biosynthesis: It All Starts with Acetyl-CoA -- |
| -- |
Branched Fatty Acids: Different Routes and Different Results -- |
| -- |
Mono- and Polyunsaturated Fatty Acids: Putting in the "Essential" Double Bonds -- |
| -- |
Aerobic Versus Anaerobic Routes to Desaturation -- |
| -- |
Further Desaturation of Fatty Acids: Triple Bonds and Rings -- |
| -- |
Prostaglandins, Thromboxanes, and Leukotrienes: The Power of Oxygenated FAs -- |
| -- |
Polyketide Biosynthesis: More Starter Units and Extender Units, but with a Twist -- |
| -- |
Aromatic Polyketide Natural Products: Phenols and Related Structures -- |
| -- |
Isotopic Labeling Studies: Biosynthetic Insights via 13C NMR -- |
| -- |
Further Modification of Polyketides: Alkylations, Oxidations, Reductions, and Decarboxylations -- |
| -- |
Other Oxidative Modifications of Aromatic Rings: Expansion or Cleavage Processes -- |
| -- |
Oxidative Coupling of Phenols: Formation of Aryl-Aryl Bonds -- |
| -- |
The Use of Other Starter Groups: From Cancer Drugs and Antibiotics to Poison Ivy -- |
| -- |
More on Polyketide Synthase (PKS) Systems: Increasing Product Diversity -- |
| -- |
Modular Type I PKS Complexes and Macrolide Antibiotics: Erythromycin Biosynthesis -- |
| -- |
Genetic Manipulation of Modular PKS Systems: Rational Drug Modification -- |
| -- |
Some Final PKS Products of Medicinal Importance -- |
| -- |
Looking Ahead -- |
| -- |
Study Problems -- |
| -- |
What Is Shikimic Acid? -- |
| -- |
Shikimic, Chorismic, and Prephenic Acids at the Heart of the Pathway -- |
| -- |
The Claisen Rearrangement: Allyl Vinyl Ethers in a Chair -- |
| -- |
Conversion of Chorismic Acid to Prephenic Acid -- |
| -- |
Conversion of Prephenic Acid to Phenylalanine or Tyrosine -- |
| -- |
More Uses for Chorismic Acid -- |
| -- |
Shikimic Acid Pathway Products from Phenylalanine and Tyrosine: An Overview -- |
| -- |
Phenylpropanoids: A Large Family of Phenyl C3 Compounds -- |
| -- |
Phenylpropanoids: Reduction of Acids to Phenyl C3 Aldehydes and Alcohols -- |
| -- |
Reduction of Phenyl C3 Alcohols to Phenylpropenes -- |
| -- |
Lignans and Lignin: Oxidative Phenolic Coupling with a Twist -- |
| -- |
Coniferyl Alcohol Oxidative Coupling: Allyl C-Radical + Allyl C-Radical -- |
| -- |
Coniferyl Alcohol Oxidative Coupling: Ortho C-Radical + Allyl C-Radical -- |
| -- |
Coniferyl Alcohol Oxidative Coupling: O-Radical + Allyl C-Radical -- |
| -- |
Lignin: A Plant Polymer and Major Source of Carbon -- |
| -- |
Podophyllotoxin Biosynthesis: Aryltetralin Lignans from the American Mayapple -- |
| -- |
Cleavage of Cinnamic Acids to Phenyl Cl Compounds: Different Routes, Similar Outcomes -- |
| -- |
Coumarins: Sweet-Smelling Benzopyrones -- |
| -- |
Mixed Products: Combining the Shikimate, Polyketide, and Terpenoid Pathways -- |
| -- |
Kavalactones: Natural Sedatives from the South Pacific -- |
| -- |
Flavonoids: Structurally Diverse Plant Polyphenolics -- |
| -- |
The Chalcone-to-Flavanone-to-Flavone Sequence: Formation of Apigenin -- |
| -- |
The Flavanone-to-Dihydroflavonol-to-Anthocyanin Sequence: Formation of Pelargonidin -- |
| -- |
The Flavanone-to-Isoflavanone-to-Isoflavone Sequence: Formation of Genistein -- |
| -- |
Isoflavanoid Structural Modifications: Production of Antimicrobial Phytoalexins -- |
| -- |
Rotenoids: Fish Poisons from Isoflavones -- |
| -- |
Looking Ahead -- |
| -- |
Study Problems -- |
| -- |
Alkaloid Structure: The Importance of N-Heterocycles -- |
| -- |
Alkaloids Not Derived from Amino Acids: Amination Reactions, Poisons, and Venoms -- |
| -- |
Amino Acids and Mannich |
| 505 00 - FORMATTED CONTENTS NOTE |
|---|
| Title |
Reactions: Important Keys to Alkaloid Biosynthesis -- |
| -- |
Alkaloids from Ornithine: Tropanes via the Mannich Reaction in Action -- |
| -- |
Pyrrolizidine Alkaloids: Poison Plants and Insect Defense -- |
| -- |
Piperidine-Type Alkaloids Derived from Lysine -- |
| -- |
Quinolizidine Alkaloids: Livestock Poisons from Cadaverine -- |
| -- |
Alkaloids from Phenylalanine: From Neurotransmitters to Decongestants and Narcotics -- |
| -- |
Alkaloids from Tyrosine: The Pictet-Spengler Reaction in Alkaloid Biosynthesis -- |
| -- |
(S)-Reticuline: A Versatile Pictet-Spengler-Derived Benzyltetrahydroisoquinoline -- |
| -- |
Oxidative Coupling in Alkaloid Biosynthesis: Biosynthesis of Corytuberine and Morphine -- |
| -- |
The Morphine Rule -- |
| -- |
Alkaloids from Tryptophan: Adventures in Indole Alkaloid Structural Complexity -- |
| -- |
Pictet-Spengler-Type Reactions of Tryptamine: p-Carbolines and Indole Terpene Alkaloids -- |
| -- |
Alkaloids from Nicotinic Acid: Toxic Addictive Derivatives of a Common Nutrient -- |
| -- |
Alkaloids from Anthranilic Acid: From Tryptophan to Quinolines and Acridines -- |
| -- |
Alkaloids from Histidine: From Simple Amides to Glaucoma Drugs -- |
| -- |
Purine Alkaloids: Addictive Stimulants in our Coffee, Tea, and Chocolate -- |
| -- |
Cyclic and Macrocyclic Peptides: From Sweeteners to Antibiotics and Beyond -- |
| -- |
Penicillins, Cephalosporins, and Carbapenums: The Essential p-Lactam Antibiotics -- |
| -- |
A Final Look Ahead. |
| 596 ## - |
|---|
| -- |
1 2 |
| 650 #0 - SUBJECT ADDED ENTRY--TOPICAL TERM |
|---|
| Topical term or geographic name entry element |
Organic compounds |
| General subdivision |
Synthesis. |
| 650 #0 - SUBJECT ADDED ENTRY--TOPICAL TERM |
|---|
| Topical term or geographic name entry element |
Biosynthesis. |
| 650 #0 - SUBJECT ADDED ENTRY--TOPICAL TERM |
|---|
| Topical term or geographic name entry element |
Chemistry, Organic. |
| 650 #7 - SUBJECT ADDED ENTRY--TOPICAL TERM |
|---|
| Topical term or geographic name entry element |
Biosynthesis. |
| Source of heading or term |
fast |
| Authority record control number or standard number |
(OCoLC)fst00832721 |
| 650 #7 - SUBJECT ADDED ENTRY--TOPICAL TERM |
|---|
| Topical term or geographic name entry element |
Chemistry, Organic. |
| Source of heading or term |
fast |
| Authority record control number or standard number |
(OCoLC)fst00853501 |
| 650 #7 - SUBJECT ADDED ENTRY--TOPICAL TERM |
|---|
| Topical term or geographic name entry element |
Organic compounds |
| General subdivision |
Synthesis. |
| Source of heading or term |
fast |
| Authority record control number or standard number |
(OCoLC)fst01047668 |
| 938 ## - |
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Brodart |
| -- |
BROD |
| -- |
116398795 |
| 938 ## - |
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| -- |
Baker and Taylor |
| -- |
BTCP |
| -- |
BK0018865775 |
| 938 ## - |
|---|
| -- |
YBP Library Services |
| -- |
YANK |
| -- |
12999348 |
| 942 ## - ADDED ENTRY ELEMENTS (KOHA) |
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| Koha item type |
Books |
| 994 ## - |
|---|
| -- |
Z0 |
| -- |
SUPMU |
| 948 ## - LOCAL PROCESSING INFORMATION (OCLC); SERIES PART DESIGNATOR (RLIN) |
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| h (OCLC) |
NO HOLDINGS IN SUPMU - 77 OTHER HOLDINGS |