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M3013

Sigma-Aldrich

β-Methylcrotonyl coenzyme A lithium salt

≥90%

Synonym(s):

trans-3-Methyl-2-butenoyl Coenzyme A

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About This Item

Empirical Formula (Hill Notation):
C26H42N7O17P3S
CAS Number:
108347-83-7
Molecular Weight:
849.63
MDL number:
MFCD00079431
UNSPSC Code:
41106305
PubChem Substance ID:
24896611
NACRES:
NA.51

Assay

≥90%

storage temp.

−20°C

SMILES string

[Li].C\C(C)=C\C(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(O)(=O)OP(O)(=O)OCC1OC(C(O)C1OP(O)(O)=O)n2cnc3c(N)ncnc23

InChI

1S/C26H42N7O17P3S.Li.H/c1-14(2)9-17(35)54-8-7-28-16(34)5-6-29-24(38)21(37)26(3,4)11-47-53(44,45)50-52(42,43)46-10-15-20(49-51(39,40)41)19(36)25(48-15)33-13-32-18-22(27)30-12-31-23(18)33;;/h9,12-13,15,19-21,25,36-37H,5-8,10-11H2,1-4H3,(H,28,34)(H,29,38)(H,42,43)(H,44,45)(H2,27,30,31)(H2,39,40,41);;

InChI key

LTOKXDRORBIJJG-UHFFFAOYSA-N

Application

Coenzyme A functions as an acyl group carrier, acetyl-CoA. β-Methylcrotonyl coenzyme A is used as a substrate to study the specificity and kinetics of β-methylcrotonyl-coenzyme A carboxylase (MCCase).

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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S Aubert et al.
FEBS letters, 383(3), 175-180 (1996-04-01)
Induction of beta-methylcrotonyl-coenzyme A carboxylase (MCCase) activity was observed during carbohydrate starvation in sycamore cells. In mitochondria isolated from starved cells, we noticed a marked accumulation of the biotinylated subunit of MCCase, of which the apparent molecular weight of 74000
B Wolf et al.
Enzyme, 24(5), 302-306 (1979-01-01)
At least one arginine residue is essential for substrate binding in or near the active sites of propionyl CoA carboxylase (PCC) and beta-methylcrotonyl CoA carboxylase (beta MCC) in cultured human fibroblasts. This conclusion is based on studies of enzyme inhibition
X. Wang et al.
Plant physiology, 108(3), 1133-1139 (1995-07-01)
Regulation of the expression of the gene(s) coding for the 78-kD, biotin-containing subunit of [beta]-methylcrotonyl-coenzyme A carboxylase (MCCase) was investigated in different organs of tomato (Lycopersicon esculantus) plants. The specific activity of MCCase is highest in extracts from roots, followed
Kiyoung Kim et al.
Life (Basel, Switzerland), 11(1) (2021-01-23)
Although mitochondrial dysfunction is associated with the development and progression of diabetic nephropathy (DN), its mechanisms are poorly understood, and it remains debatable whether mitochondrial morphological change is a cause of DN. In this study, a Drosophila DN model was
Elma Zaganjor et al.
Cell reports, 36(2), 109345-109345 (2021-07-15)
Upon nutrient stimulation, pre-adipocytes undergo differentiation to transform into mature adipocytes capable of storing nutrients as fat. We profiled cellular metabolite consumption to identify early metabolic drivers of adipocyte differentiation. We find that adipocyte differentiation raises the uptake and consumption

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