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B1508

Sigma-Aldrich

Butyryl coenzyme A lithium salt hydrate

≥90%

Synonym(s):

Butyryl-CoA lithium salt hydrate

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About This Item

Empirical Formula (Hill Notation):
C25H42N7O17P3S · xLi+ · yH2O
Molecular Weight:
837.62 (free acid basis)
MDL number:
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.51

Assay

≥90%

form

powder

storage temp.

−20°C

SMILES string

[Li+].[Li+].[Li+].[Li+].CCCC(=O)Nc1ncnc2n(cnc12)[C@@H]3O[C@H](COP([O-])(=O)OP([O-])(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCS)[C@@H](OP([O-])([O-])=O)[C@H]3O

InChI

1S/C25H42N7O17P3S.4Li/c1-4-5-16(34)31-21-17-22(29-12-28-21)32(13-30-17)24-18(35)19(48-50(38,39)40)14(47-24)10-45-51(41,42)49-52(43,44)46-11-25(2,3)20(36)23(37)27-7-6-15(33)26-8-9-53;;;;/h12-14,18-20,24,35-36,53H,4-11H2,1-3H3,(H,26,33)(H,27,37)(H,41,42)(H,43,44)(H2,38,39,40)(H,28,29,31,34);;;;/q;4*+1/p-4/t14-,18-,19-,20?,24-;;;;/m1..../s1

InChI key

FKMUWGIOOMBTED-VLFKLNKMSA-J

Application

Butyryl CoA is a substrate for Butyryl CoA Dehydrogenase. Butyryl CoA is involved in both lipid and butanoate metabolism. Butyryl-CoA may be used as a substrate of various lipases and as an alternate substrate for 4-hydroxybutyrate CoA-transferase. Butyryl CoA may be used to study the newly discovered process of post-translational histone modification by butyrylation.

Biochem/physiol Actions

Butyryl CoA is a substrate for Butyryl CoA Dehydrogenase. Butyryl CoA is involved in both lipid and butanoate metabolism.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

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)

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C Biben et al.
Molecular and cellular biology, 14(5), 3504-3513 (1994-05-01)
A DNase I-hypersensitive site analysis of the 5'-flanking region of the mouse alpha-cardiac actin gene with muscle cell lines derived from C3H mice shows the presence of two such sites, at about -5 and -7 kb. When tested for activity
Sofia Macieira et al.
Archives of microbiology, 194(3), 157-166 (2011-08-13)
Clostridium aminobutyricum ferments 4-aminobutyrate (γ-aminobutyrate, GABA) to ammonia, acetate and butyrate via 4-hydroxybutyrate that is activated to the CoA-thioester catalyzed by 4-hydroxybutyrate CoA-transferase. Then, 4-hydroxybutyryl-CoA is dehydrated to crotonyl-CoA, which disproportionates to butyryl-CoA and acetyl-CoA. Cocrystallization of the CoA-transferase with
Yue Chen et al.
Molecular & cellular proteomics : MCP, 6(5), 812-819 (2007-02-03)
The positively charged lysine residue plays an important role in protein folding and functions. Neutralization of the charge often has a profound impact on the substrate proteins. Accordingly all the known post-translational modifications at lysine have pivotal roles in cell
Li-Chiun Lee et al.
Journal of agricultural and food chemistry, 59(19), 10693-10698 (2011-08-23)
Recombinant Candida rugosa lipase 5 (LIP5) has been functionally expressed along with other isoforms in our laboratory. However, the characterization and codon optimization of LIP5 have not been done. In this work, we characterized, codon-optimized and compared LIP5 with commercial
Zhesi Zhu et al.
Nucleic acids research, 49(1), 177-189 (2020-12-15)
Short-chain acylations of lysine residues in eukaryotic proteins are recognized as essential posttranslational chemical modifications (PTMs) that regulate cellular processes from transcription, cell cycle, metabolism, to signal transduction. Lysine butyrylation was initially discovered as a normal straight chain butyrylation (Knbu).

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