Pentadecanoyl coenzyme A

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Category	Acyl CoA - Saturated Fatty Acid
Catalog NO.	BPG-3067
Product Name	Pentadecanoyl coenzyme A
CAS	24870-39-1
Molecular Formula	C36H64N7O17P3S
Molecular Weight	991.92

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Product Information

Description	15:0 Coenzyme A is a coenzyme A derivative of pentadecanoic acid and the product of the first round of β-oxidation. It is a substrate for serine palmitoyltransferase (SPT) for de novo synthesis of C17-long chain bases.
Synonyms	15:0 Coenzyme A; Pentadecanethioic acid, S-ester with coenzyme A; Coenzyme A, S-pentadecanoate; Pentadecanoyl-CoA; 3'-phosphoadenosine 5'-(3-{(3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-[(3-oxo-3-{[2-(pentadecanoylsulfanyl)ethyl]amino}propyl)amino]butyl}dihydrogen diphosphate)
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] pentadecanethioate
Canonical SMILES	CCCCCCCCCCCCCCC(=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/C36H64N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-27(45)64-20-19-38-26(44)17-18-39-34(48)31(47)36(2,3)22-57-63(54,55)60-62(52,53)56-21-25-30(59-61(49,50)51)29(46)35(58-25)43-24-42-28-32(37)40-23-41-33(28)43/h23-25,29-31,35,46-47H,4-22H2,1-3H3,(H,38,44)(H,39,48)(H,52,53)(H,54,55)(H2,37,40,41)(H2,49,50,51)/t25-,29-,30-,31+,35-/m1/s1
InChIKey	VLBCUOVMSMAIJC-VTINEICCSA-N
Purity	>99%
Density	1.56±0.1 g/cm3
Related CAS	125527-26-6 (Deleted CAS) 125527-28-8 (monosodium salt) 852043-43-7 (triammonium salt) 324766-60-1 (x-lithium salt)
Appearance	Powder
Shelf Life	1 Year
Storage	Store at -20°C
Exact Mass	1043.008
Hygroscopic	No
Light Sensitive	No
Percent Composition	C 41.46%, H 7.05%, N 13.43%, O 26.08%, P 8.91%, S 3.07%

References

1. Harrison PJ, Gable K, Somashekarappa N, Kelly V, Clarke DJ, Dunn TM, Campopiano DJ. Use of Isotopically Labelled Substrates Reveals Kinetic Differences Between Human and Bacterial Serine Palmitoyltransferase. J Lipid Res. 2019 Feb 21. pii: jlr.M089367. doi: 10.1194/jlr.M089367. [Epub ahead of print]...PubMed ID: 30792183.

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