16:0 Coenzyme A (ammonium salt)

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Category	Acyl CoA - Saturated Fatty Acid
Catalog NO.	BPG-3054
Product Name	16:0 Coenzyme A (ammonium salt)
CAS	799812-86-5
Molecular Formula	C37H75N10O17P3S
Molecular Weight	1057.03

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Description	16:0 Coenzyme A is a most abundant acyl-CoA and the product of the first round of β-oxidation. It serves as a substrate for palmitoylation, a process in which a protein acyltransferase transfers the palmitoyl group to a free thiol on target proteins.
Synonyms	palmitoyl Coenzyme A (ammonium salt); hexadecanoyl Coenzyme A (ammonium salt)
IUPAC Name	triazanium;[(2R,3R,5R)-5-(6-aminopurin-9-yl)-2-[[[[(3R)-4-[[3-(2-hexadecanoylsulfanylethylamino)-3-oxopropyl]amino]-3-hydroxy-2,2-dimethyl-4-oxobutoxy]-oxidophosphoryl]oxy-oxidophosphoryl]oxymethyl]-4-hydroxyoxolan-3-yl] hydrogen phosphate
Canonical SMILES	CCCCCCCCCCCCCCCC(=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.[NH4+].[NH4+].[NH4+]
InChI	InChI=1S/C37H66N7O17P3S.3H3N/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-28(46)65-21-20-39-27(45)18-19-40-35(49)32(48)37(2,3)23-58-64(55,56)61-63(53,54)57-22-26-31(60-62(50,51)52)30(47)36(59-26)44-25-43-29-33(38)41-24-42-34(29)44;;;/h24-26,30-32,36,47-48H,4-23H2,1-3H3,(H,39,45)(H,40,49)(H,53,54)(H,55,56)(H2,38,41,42)(H2,50,51,52);3*1H3/t26-,30?,31+,32+,36-;;;/m1.../s1
InChIKey	VJXJWGKNGIGUQX-AUCFWDBISA-N
Purity	>99%
Appearance	Powder
Shelf Life	1 Year
Storage	Store at -20°C
Exact Mass	1057.034
Hygroscopic	No
Light Sensitive	No
Percent Composition	C 42.04%, H 7.15%, N 13.25%, O 25.73%, P 8.79%, S 3.03%

References

1. Nam JW, Jenkins LM, Li J, Evans B, Jaworski JG, Allen DK. A General Method for Quantification and Discovery of Acyl Groups Attached to Acyl Carrier Proteins in Fatty Acid Metabolism using LC-MS/MS. Plant Cell. 2020 Feb 14:tpc.00954.2019. doi: 10.1105/tpc.19.00954. Epub ahead of print. PMID: 32060179. PubMed ID: 32060179.
2. Liu GY, Moon SH, Jenkins CM, Sims HF, Guan S, Gross RW. Synthesis of oxidized phospholipids by sn-1 acyltransferase using 2-15-HETE lysophospholipids. J Biol Chem. 2019 Jun 28;294(26):10146-10159. doi: 10.1074/jbc.RA119.008766. Epub 2019 May 12. PubMed ID: 31080170.
3. Penno, A., M.M. Reilly, H. Houlden, M. Laura, K. Rentsch, V. Niederkofler, E.T. Stoeckli, G. Nicholson, F. Eichler, R.H. Brown Jr, A. von Eckardstein, and T. Hornemann. (2010). Hereditary sensory neuropathy type 1 is caused by the accumulation of two neurotoxic sphingolipids. J Biol Chem 285:11178-87. [PubMed]...PubMed ID: 20097765.
4. Ben-David, O., Y. Pewzner-Jung, O. Brenner, E.L. Laviad, A. Kogot-Levin, I. Weissberg, I.E. Biton, R. Pienik, E. Wang, S. Kelly, J. Alroy, A. Raas-Rothschild, A. Friedman, B. Brugger, A.H. Merrill Jr, and A.H. Futerman. (2011). Encephalopathy caused by ablation of very long acyl chain ceramide synthesis may be largely due to reduced galactosylceramide levels. J Biol Chem 286:30022-33. [PubMed]...PubMed ID: 21705317.

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