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16702

Sigma-Aldrich

(R)-Pantetheine

≥95.0% (HPLC)

Synonym(s):

(2R)-2,4-Dihydroxy-N-[3-[(2-mercaptoethyl)amino]-3-oxopropyl]-3,3-dimethylbutanamide, (R)-2,4-Dihydroxy-N-[2-[(2-mercaptoethyl)carbamoyl]ethyl]-3,3-dimethylbutyramide, (D)-(+)-Pantetheine, N-(Pantothenyl)-β-aminoethanethiol, LBF, Lactobacillus bulgaricus factor

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About This Item

Empirical Formula (Hill Notation):
C11H22N2O4S
CAS Number:
496-65-1
Molecular Weight:
278.37
Beilstein:
1714196
MDL number:
MFCD00056757
UNSPSC Code:
12352205
PubChem Substance ID:
329751343
NACRES:
NA.79

Assay

≥95.0% (HPLC)

form

solid

optical activity

[α]/D 17±2°, c = 1 in H2O

color

white

storage temp.

−20°C

SMILES string

OCC(C)(C)[C@@H](O)C(NCCC(NCCS)=O)=O

InChI

1S/C11H22N2O4S/c1-11(2,7-14)9(16)10(17)13-4-3-8(15)12-5-6-18/h9,14,16,18H,3-7H2,1-2H3,(H,12,15)(H,13,17)/t9-/m0/s1

InChI key

ZNXZGRMVNNHPCA-VIFPVBQESA-N

Application


  • Structures of carboxylic acid reductase reveal domain dynamics underlying catalysis: This study investigates the structural and dynamic aspects of carboxylic acid reductase enzymes, which are relevant for the conversion processes involving (R)-pantetheine and related compounds (Gahloth et al., 2017).

Biochem/physiol Actions

Metabolite in carbapenem biosynthesis, pantothenate and CoA biosynthesis and biosynthesis of secondary metabolites.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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’.

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H Kleinkauf et al.
Proceedings of the National Academy of Sciences of the United States of America, 68(9), 2069-2072 (1971-09-01)
To study the function of pantetheine in gramicidin S and tyrocidine biosynthesis, pepsin digests of the polymerizing enzymes, of which only the heavy ones contain pantetheine, were analyzed. The digests of gramicidin S enzymes charged with either [(14)C]proline or with
Laura B Ferguson et al.
Molecular neurobiology, 56(4), 2791-2810 (2018-08-01)
Alcohol use disorder (AUD) is a complex psychiatric disorder with strong genetic and environmental risk factors. We studied the molecular perturbations underlying risky drinking behavior by measuring transcriptome changes across the neurocircuitry of addiction in a genetic mouse model of
Judith Díaz-García et al.
Medical mycology, 58(7), 887-895 (2020-02-06)
The capacity of Candida spp. to form biofilms allows them to attach either to living or inert surfaces, promoting their persistence in hospital environments. In a previous study, we reported strain-to-strain variations in Candida spp. biofilm development, suggesting that some
Patrice Brassard et al.
Critical care medicine, 44(4), 755-763 (2015-11-21)
Sympathetic vasoconstriction regulates peripheral circulation and controls blood pressure, but sepsis is associated with hypotension. We evaluated whether apparent loss of sympathetic vasoconstrictor responsiveness relates to distended smooth muscles or to endotoxemia and/or hypoxia. Prospective descriptive study. Hospital research laboratory.
C T Wittwer et al.
The Journal of biological chemistry, 258(16), 9733-9738 (1983-08-25)
A microsomal glycoprotein that catalyzes the hydrolysis of pantetheine to pantothenate and cysteamine was solubilized and purified to homogeneity as determined by sodium dodecyl sulfate electrophoresis. The enzyme from pig kidney cortex was solubilized on exposure to butanol and purified
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