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Nonadecanoyl-CoA

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Category Acyl CoA - Saturated Fatty Acid
Catalog NO. BPG-3068
Product Name Nonadecanoyl-CoA
CAS 25045-61-8
Molecular Formula C40H72N7O17P3S
Molecular Weight 1048.02
Nonadecanoyl-CoA
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Description Nonadecanoyl-CoA is a long-chain fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of pentadecanoic acid. It is a long-chain fatty acyl-CoA and an 11,12-saturated fatty acyl-CoA. It derives from a nonadecanoic acid. It is a conjugate acid of a nonadecanoyl-CoA(4-).
Synonyms Nonadecanoyl coenzyme A
IUPAC Name S-[2-[3-[[(2R)-4-[[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl]oxy-2-hydroxy-3,3-dimethylbutanoyl]amino]propanoylamino]ethyl] nonadecanethioate
Canonical SMILES CCCCCCCCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)C(C(C)(C)COP(=O)(O)OP(=O)(O)OCC1C(C(C(O1)N2C=NC3=C(N=CN=C32)N)O)OP(=O)(O)O)O
InChI InChI=1S/C40H72N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-31(49)68-24-23-42-30(48)21-22-43-38(52)35(51)40(2,3)26-61-67(58,59)64-66(56,57)60-25-29-34(63-65(53,54)55)33(50)39(62-29)47-28-46-32-36(41)44-27-45-37(32)47/h27-29,33-35,39,50-51H,4-26H2,1-3H3,(H,42,48)(H,43,52)(H,56,57)(H,58,59)(H2,41,44,45)(H2,53,54,55)/t29-,33-,34-,35+,39-/m1/s1
InChIKey YUJZGRUJMWKAJF-ZOUGCNRJSA-N
Purity >99%
Appearance Powder
Shelf Life 1 Year
Storage Store at -20°C
Exact Mass 1099.114
Hygroscopic No
Light Sensitive No
Percent Composition C 43.71%, H 7.43%, N 12.74%, O 24.75%, P 8.45%, S 2.92%

Nonadecanoyl-CoA is a long-chain fatty acyl-CoA derivative that plays a role in lipid metabolism and energy production. Here are some key applications of Nonadecanoyl-CoA:

Metabolic Research: Nonadecanoyl-CoA is used in metabolic studies to understand lipid metabolic pathways and their regulation. By analyzing its incorporation and degradation, researchers can map out specific steps in fatty acid metabolism. This helps in identifying targets for interventions in metabolic disorders, such as obesity and fatty liver disease.

Biochemical Assays: In biochemical and enzymatic assays, Nonadecanoyl-CoA can serve as a substrate for enzymes involved in fatty acid elongation and desaturation processes. Its usage facilitates the study of enzyme function, specificity, and kinetics, shedding light on the biochemical pathways of fatty acid modification. These insights are critical for developing strategies to manipulate lipid biosynthesis in therapeutic and industrial applications.

Signal Transduction Studies: Nonadecanoyl-CoA can be involved in examining signaling pathways related to lipid metabolism. By interacting with specific proteins or receptors, it can modulate signaling cascades that affect cell physiology and energy homeostasis. This application helps in understanding how lipid-derived signals influence cellular functions and overall organismal health.

Nutritional Science: In the field of nutritional studies, Nonadecanoyl-CoA may be used to investigate the impact of dietary fats on health. Researchers can study how different fatty acids, including those derived from Nonadecanoyl-CoA, affect metabolic processes and contribute to conditions such as cardiovascular disease. These findings can help inform dietary recommendations and the development of functional foods.

References 1. Topolska M, Martínez-Montañés F, Ejsing CS. A Simple and Direct Assay for Monitoring Fatty Acid Synthase Activity and Product-Specificity by High-Resolution Mass Spectrometry. Biomolecules. 2020 Jan 10;10(1):E118. doi: 10.3390/biom10010118. PMID: 31936797. PubMed ID: 31936797.

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