Skip to Content
Merck
All Photos(1)

Documents

H1385

Sigma-Aldrich

n-Heptadecanoyl coenzyme A lithium salt

≥90%

Synonym(s):

[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-2-[[[[4-[[3-(2-heptadecanoylsulfanylethylamino)-3-oxopropyl]amino]-3-hydroxy-2,2-dimethyl-4-oxobutoxy]-hydroxyphosphoryl]oxy-hydroxyphosphoryl]oxymethyl]-4-hydroxyoxolan-3-yl] hydrogen phosp

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C38H68N7O17P3S
CAS Number:
3546-17-6
Molecular Weight:
1019.97
MDL number:
MFCD00079338
UNSPSC Code:
41106305
PubChem Substance ID:
24895454
NACRES:
NA.51

Assay

≥90%

storage temp.

−20°C

SMILES string

CCCCCCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n2cnc3c(N)ncnc23

InChI

1S/C38H68N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-29(47)66-22-21-40-28(46)19-20-41-36(50)33(49)38(2,3)24-59-65(56,57)62-64(54,55)58-23-27-32(61-63(51,52)53)31(48)37(60-27)45-26-44-30-34(39)42-25-43-35(30)45/h25-27,31-33,37,48-49H,4-24H2,1-3H3,(H,40,46)(H,41,50)(H,54,55)(H,56,57)(H2,39,42,43)(H2,51,52,53)/t27-,31-,32-,33?,37-/m1/s1

InChI key

DRABUZIHHACUPI-UVICFMDKSA-N

Related Categories

Biochem/physiol Actions

Coenzyme A functions as an acyl group carrier, acetyl-CoA. Heptadecanoyl Coenzyme A (C17-CoA), a long-chain (C-17) saturated fatty acyl-CoA, is used as an intermediate in lipid metabolism. It is a substrate of acyl-CoA dehydrogenase (EC 1.3.99.3) within the mitochondria and of carnitine O-palmitoyltransferase (EC 2.3.1.21) within the cytoplasm. Heptadecanoyl Coenzyme A is an inhibitor of general acyl-coenzyme A dehydrogenase (EC 1.3.99.3).

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

M J Mangino et al.
Journal of chromatography, 577(1), 157-162 (1992-05-20)
A method has been developed that permits rapid and easy tissue extraction of long-chain acyl-coenzyme A (acyl-CoA) thioesters with sensitive quantitation by reversed-phase high-performance liquid chromatography (RP-HPLC). Tissue homogenants are extracted using a reserve Bligh-Dyer technique, and long-chain acyl-CoA esters
C Thorpe et al.
European journal of biochemistry, 118(2), 279-282 (1981-08-01)
The interaction of two long-chain acyl-CoA analogs with pig kidney general acyl-CoA dehydrogenase (EC 1.3.99,3) was examined. The effect of S-heptadecyl-CoA and heptadecan-2-onyl-dethio-CoA on the flavo-protein was observed spectrophotometrically using the flavin as an active-site probe. The S-heptadecyl thioether analog
Z Y Jiang et al.
The Biochemical journal, 207(3), 415-419 (1982-12-01)
The flavoenzyme pig kidney general acyl-CoA dehydrogenase (EC 1.3.99.3) is inactivated by cyclohexane-1,2-dione in borate buffer in a reaction that exhibits pseudo-first-order kinetics. Strong protection is afforded by the substrate octanoyl-CoA, as well as by heptadecyl-CoA, a potent competitive inhibitor
Joseph L Dixon et al.
Biochimica et biophysica acta, 1841(1), 34-43 (2013-08-31)
We provide novel insights into the function(s) of β-carotene-15,15'-oxygenase (CMOI) during embryogenesis. By performing in vivo and in vitro experiments, we showed that CMOI influences not only lecithin:retinol acyltransferase but also acyl CoA:retinol acyltransferase reaction in the developing tissues at
H Eltahlawy et al.
Archives of insect biochemistry and physiology, 64(3), 120-130 (2007-02-13)
The control of pheromone biosynthesis by the neuropeptide PBAN was investigated in the moth Heliothis virescens. When decapitated females were injected with [2-(14)C] acetate, females co-injected with PBAN produced significantly greater quantities of radiolabeled fatty acids in their pheromone gland

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service