MedKoo Cat#: 598936 | Name: Linoleoyl-coenzyme A

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Linoleoyl-coenzyme A is a substrate used to investigate the specificity and kinetics of acyl-CoA: lysophosphatidylcholine acyltransferase (LPCAT) and mitochondrial linoleoyl-coenzyme monolysocardiolipin acyltransferase-1 (MLCL AT-1).

Chemical Structure

Linoleoyl-coenzyme A
CAS#40757-80-0

Theoretical Analysis

MedKoo Cat#: 598936

Name: Linoleoyl-coenzyme A

CAS#: 40757-80-0

Chemical Formula: C39H67N7O18P3S

Exact Mass:

Molecular Weight: 1046.97

Elemental Analysis: C, 44.74; H, 6.45; N, 9.36; O, 27.51; P, 8.88; S, 3.06

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
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Synonym
Linoleoyl-coenzyme A; Coenzyme A, linoleoyl-;
IUPAC/Chemical Name
Coenzyme A, S-9,12-octadecadienoate-
InChi Key
GISNRZPAZNWKHE-XFLCQTJPSA-M
InChi Code
InChI=1S/C21H36N7O16P3S.C18H32O2/c1-21(2,16(31)19(32)24-4-3-12(29)23-5-6-48)8-41-47(38,39)44-46(36,37)40-7-11-15(43-45(33,34)35)14(30)20(42-11)28-10-27-13-17(22)25-9-26-18(13)28;1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h9-11,14-16,20,30-31,48H,3-8H2,1-2H3,(H,23,29)(H,24,32)(H,36,37)(H,38,39)(H2,22,25,26)(H2,33,34,35);6-7,9-10H,2-5,8,11-17H2,1H3,(H,19,20)/p-1/b;7-6+,10-9+/t11-,14-,15-,16+,20-;/m1./s1
SMILES Code
CCCCC/C=C/C/C=C/CCCCCCCC([O-])=O.SCCNC(CCNC([C@@H](C(C)(COP(O[P@](OC[C@@H]1[C@H]([C@H]([C@@H](O1)N2C=NC3=C2N=CN=C3N)O)OP(O)(O)=O)(O)=O)(O)=O)C)O)=O)=O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 1,046.97 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
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Regulation of palmitoyl-CoA chain elongation and linoleoyl-CoA chain elongation in rat liver microsomes and the differential effects of peroxisome proliferators, insulin and thyroid hormone. Biochim Biophys Acta. 1985 Mar 27;834(1):118-23. PubMed PMID: 3884049. 6: Okayasu T. [Purification and characterization of Linoleoyl-CoA desaturase from rat liver microsomes (author's transl)]. Hokkaido Igaku Zasshi. 1981 Jan;56(1):43-54. Japanese. PubMed PMID: 7262818. 7: Taylor WA, Mejia EM, Mitchell RW, Choy PC, Sparagna GC, Hatch GM. Human trifunctional protein alpha links cardiolipin remodeling to beta-oxidation. PLoS One. 2012;7(11):e48628. doi: 10.1371/journal.pone.0048628. Epub 2012 Nov 9. PubMed PMID: 23152787; PubMed Central PMCID: PMC3494688. 8: Ayyash M, Algahmi A, Gillespie J, Oelkers P. Characterization of a lysophospholipid acyltransferase involved in membrane remodeling in Candida albicans. Biochim Biophys Acta. 2014 Apr 4;1841(4):505-13. doi: 10.1016/j.bbalip.2013.12.015. Epub 2014 Jan 7. PubMed PMID: 24406902; PubMed Central PMCID: PMC4169218. 9: Prasad MR, Nagi MN, Ghesquier D, Cook L, Cinti DL. Evidence for multiple condensing enzymes in rat hepatic microsomes catalyzing the condensation of saturated, monounsaturated, and polyunsaturated acyl coenzyme A. J Biol Chem. 1986 Jun 25;261(18):8213-7. PubMed PMID: 3722151. 10: Retamal MA, Evangelista-Martínez F, León-Paravic CG, Altenberg GA, Reuss L. Biphasic effect of linoleic acid on connexin 46 hemichannels. Pflugers Arch. 2011 Jun;461(6):635-43. doi: 10.1007/s00424-011-0936-3. Epub 2011 Mar 1. PubMed PMID: 21360038; PubMed Central PMCID: PMC3108795. 11: Watanabe K, Ohno M, Taguchi M, Kawamoto S, Ono K, Aki T. Identification of amino acid residues that determine the substrate specificity of mammalian membrane-bound front-end fatty acid desaturases. J Lipid Res. 2016 Jan;57(1):89-99. doi: 10.1194/jlr.M064121. Epub 2015 Nov 20. PubMed PMID: 26590171; PubMed Central PMCID: PMC4689341. 12: Kazachkov M, Chen Q, Wang L, Zou J. Substrate preferences of a lysophosphatidylcholine acyltransferase highlight its role in phospholipid remodeling. Lipids. 2008 Oct;43(10):895-902. doi: 10.1007/s11745-008-3233-y. Epub 2008 Sep 10. PubMed PMID: 18781350. 13: Smith PB, Reitz RC, Kelley D. Acyl-CoA synthase and acyltransferase activity in developing skeletal muscle membranes. Biochim Biophys Acta. 1982 Oct 14;713(1):128-35. PubMed PMID: 7138893. 14: Cao YZ, Huang AH. Diacylglycerol acyltransferase in maturing oil seeds of maize and other species. Plant Physiol. 1986 Nov;82(3):813-20. PubMed PMID: 16665115; PubMed Central PMCID: PMC1056212. 15: Colard O, Breton M, Infante R, Bereziat G, Polonovski J. 1-Acyl-lysolecithin acyltransferase and synthesis of biliary lecithins in rat liver. Biochimie. 1984 Mar;66(3):215-21. PubMed PMID: 6743697. 16: Stymne S, Stobart AK. Biosynthesis of gamma-linolenic acid in cotyledons and microsomal preparations of the developing seeds of common borage (Borago officinalis). Biochem J. 1986 Dec 1;240(2):385-93. PubMed PMID: 3028375; PubMed Central PMCID: PMC1147430. 17: Thompson AL, Cooney GJ. Acyl-CoA inhibition of hexokinase in rat and human skeletal muscle is a potential mechanism of lipid-induced insulin resistance. Diabetes. 2000 Nov;49(11):1761-5. PubMed PMID: 11078441. 18: Gao W, Li HY, Xiao S, Chye ML. Protein interactors of acyl-CoA-binding protein ACBP2 mediate cadmium tolerance in Arabidopsis. Plant Signal Behav. 2010 Aug;5(8):1025-7. Epub 2010 Aug 1. PubMed PMID: 20657176; PubMed Central PMCID: PMC3115187. 19: Fujita T, Sakuma S, Fujimoto K, Yoshioka K, Ashida E, Nishida H, Fujimoto Y. Effects of fatty acids and fatty acyl CoA esters on Cu(2+)-induced conversion of xanthine dehydrogenase to oxidase in rabbit liver. Free Radic Biol Med. 1995 Oct;19(4):487-91. PubMed PMID: 7590398. 20: Griffiths G, Stobart AK, Stymne S. Delta 6- and delta 12-desaturase activities and phosphatidic acid formation in microsomal preparations from the developing cotyledons of common borage (Borago officinalis). Biochem J. 1988 Jun 15;252(3):641-7. PubMed PMID: 3421914; PubMed Central PMCID: PMC1149196.