C2643

Coenzyme A, oxidized lithium salt

≥85%

• Synonym(s): CoA-S-S-CoA
• Empirical Formula (Hill Notation): C₄₂H₇₀N₁₄O₃₂P₆S₂ · xLi⁺
• CAS Number: 31664-36-5
• Molecular Weight: 1533.05 (free acid basis)
• UNSPSC Code: 41106305
• PubChem Substance ID: 24892510
• NACRES: NA.51

Properties

• assay: ≥85%
• form: solid
• storage temp.: −20°C
• SMILES string: [P](=O)(O[P](=O)(OCC([C@@H](O)C(=O)NCCC(=O)NCCSSCCNC(=O)CCNC(=O)[C@H](O)C(CO[P](=O)(O[P](=O)(OC[C@H]4O[C@H]([C@@H]([C@@H]4O[P](=O)(O)O)O)[n]5c6ncnc(c6nc5)N)O)O)(C)C)(C)C)O)(OC[C@H]1O[C@H]([C@@H]([C@@H]1O[P](=O)(O)O)O)[n]2c3ncnc(c3nc2)N)O
• InChI: 1S/C42H70N14O32P6S2/c1-41(2,15-81-93(75,76)87-91(71,72)79-13-21-29(85-89(65,66)67)27(59)39(83-21)55-19-53-25-33(43)49-17-51-35(25)55)31(61)37(63)47-7-5-23(57)45-9-11-95-96-12-10-46-24(58)6-8-48-38(64)32(62)42(3,4)16-82-94(77,78)88-92(73,74)80-14-22-30(86-90(68,69)70)28(60)40(84-22)56-20-54-26-34(44)50-18-52-36(26)56/h17-22,27-32,39-40,59-62H,5-16H2,1-4H3,(H,45,57)(H,46,58)(H,47,63)(H,48,64)(H,71,72)(H,73,74)(H,75,76)(H,77,78)(H2,43,49,51)(H2,44,50,52)(H2,65,66,67)(H2,68,69,70)/t21-,22-,27-,28-,29-,30-,31+,32+,39-,40-/m1/s1
• InChI key: YAISMNQCMHVVLO-ODFVJXNFSA-N

Description

General description

Coenzyme A (CoA) is a ubiquitous cofactor present in all living organisms.[1] It is synthesized by the enzymatic conjugation of cysteine, pantothenate (Vitamin B5), and adenosine triphosphate (ATP).[2]

Application

Coenzyme A oxidized lithium salt has been used in the preparation of the coenzyme A persulfide (CoASSH) standard to quantify the CoASSH in Staphylococcus aureus strains by tandem mass spectrometry.[3]

Biochem/physiol Actions

Coenzyme A (CoA) plays a role as an acyl-group carrier and carbonyl activator in several biochemical reactions like the tricarboxylic acid cycle and fatty acid metabolism. It acts as a co-factor for several enzymes and is involved in several reactions in intermediary metabolism.[1] CoA contains a thiol group that enables it to take part in several biochemical reactions.[2] Oxidized CoA may be used to study reduction systems (CoA disulfide reductase (CoADR) systems) that regenerate reduced CoA in vivo. Furthermore, oxidized CoA may be used to study the unique functions of this molecule in vivo.

Safety Information

• pictograms: GHS05
• signalword: Danger
• hcodes: H315,H318
• pcodes: P264 - P280 - P302 + P352 - P305 + P351 + P338 - P332 + P313 - P362 + P364
• Hazard Classifications: Eye Dam. 1 - Skin Irrit. 2
• Storage Class: 4.1B - Flammable solid hazardous materials
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable