18:0 Coenzyme A (ammonium salt)

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Category	Acyl CoA - Saturated Fatty Acid
Catalog NO.	BPG-3056
Product Name	18:0 Coenzyme A (ammonium salt)
CAS	799812-87-6
Molecular Formula	C39H79N10O17P3S
Molecular Weight	1085.09

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Description	18:0 Coenzyme A (ammonium salt) is imperative to underscore the indispensable function of this compound as a pivotal cofactor in the intricate processes of fatty acid metabolism. Serving as a fundamental carrier for acyl groups in an array of biochemical reactions signifies its paramount role in the synthesis and oxidation of fatty acids, thereby constituting a vital component essential for the facilitation of energy production and lipid metabolism.
Synonyms	stearoyl Coenzyme A (ammonium salt); octadecanoyl Coenzyme A (ammonium salt)
IUPAC Name	triazanium;[(2R,3R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-2-[[[[(3R)-3-hydroxy-2,2-dimethyl-4-[[3-(2-octadecanoylsulfanylethylamino)-3-oxopropyl]amino]-4-oxobutoxy]-oxidophosphoryl]oxy-oxidophosphoryl]oxymethyl]oxolan-3-yl] hydrogen phosphate
Canonical SMILES	CCCCCCCCCCCCCCCCCC(=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/C39H70N7O17P3S.3H3N/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-30(48)67-23-22-41-29(47)20-21-42-37(51)34(50)39(2,3)25-60-66(57,58)63-65(55,56)59-24-28-33(62-64(52,53)54)32(49)38(61-28)46-27-45-31-35(40)43-26-44-36(31)46;;;/h26-28,32-34,38,49-50H,4-25H2,1-3H3,(H,41,47)(H,42,51)(H,55,56)(H,57,58)(H2,40,43,44)(H2,52,53,54);3*1H3/t28-,32?,33+,34+,38-;;;/m1.../s1
InChIKey	MQEBLHAOCDTGBF-BMPOWUBJSA-N
Purity	>99%
Appearance	Powder
Shelf Life	1 Year
Storage	Store at -20°C
Exact Mass	1085.088
Hygroscopic	No
Light Sensitive	No
Percent Composition	C 43.17%, H 7.34%, N 12.91%, O 25.07%, P 8.56%, S 2.96%

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. Ben-David O, Pewzner-Jung Y, Brenner O, Laviad EL, Kogot-Levin A, Weissberg I, Biton IE, Pienik R, Wang E, Kelly S, Alroy J, Raas-Rothschild A, Friedman A, Brügger B, Merrill AH Jr, Futerman AH. Encephalopathy caused by ablation of very long acyl chain ceramide synthesis may be largely due to reduced galactosylceramide levels. J Biol Chem. 2011 Aug 26;286(34):30022-33. doi: 10.1074/jbc.M111.261206. Epub 2011 Jun 24. PubMed ID: 21705317.

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