219827

Sigma-Aldrich

(S)-(−)-2-Hydroxyisocaproic acid

98%

Synonym(s):
L-2-Hydroxy-4-methylpentanoic acid, L-Leucic acid, 2-Hydroxy-4-methylvaleric acid
Linear Formula:
(CH3)2CHCH2CH(OH)CO2H
CAS Number:
Molecular Weight:
132.16
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

assay

98%

optical activity

α22/D −26.3°, c = 1 in 1 M NaOH

mp

78-80 °C (lit.)

SMILES string

CC(C)CC@H(O)C(O)=O

InChI

1S/C6H12O3/c1-4(2)3-5(7)6(8)9/h4-5,7H,3H2,1-2H3,(H,8,9)/t5-/m0/s1

InChI key

LVRFTAZAXQPQHI-YFKPBYRVSA-N

Related Categories

Packaging

1 g in glass bottle

Other Notes

Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 219827.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Antti A Mero et al.
Journal of the International Society of Sports Nutrition, 7, 1-1 (2010-01-07)
Alfa-Hydroxy-isocaproic acid (HICA) is an end product of leucine metabolism in human tissues such as muscle and connective tissue. According to the clinical and experimental studies, HICA can be considered as an anti-catabolic substance. The present study investigated the effects...
Fernanda U Fontella et al.
Metabolic brain disease, 17(1), 47-54 (2002-03-16)
In this study we investigated the in vitro effects of the metabolites accumulating in maple syrup urine disease on lipid peroxidation in brain of young rats. Chemiluminescence and thiobarbituric acid-reactive substances were measured in brain homogenates from 7- and 30-day-old...
Takayoshi Awakawa et al.
Nature communications, 9(1), 3534-3534 (2018-09-01)
Reprogramming of the NRPS/PKS assembly line is an attractive method for the production of new bioactive molecules. However, it is usually hampered by the loss of intimate domain/module interactions required for the precise control of chain transfer and elongation reactions....
Charles H Lang et al.
American journal of physiology. Endocrinology and metabolism, 305(3), E416-E428 (2013-06-13)
Muscle disuse atrophy is observed routinely in patients recovering from traumatic injury and can be either generalized resulting from extended bed rest or localized resulting from single-limb immobilization. The present study addressed the hypothesis that a diet containing 5% α-hydroxyisocaproic...
H Drechsel et al.
Journal of bacteriology, 175(9), 2727-2733 (1993-05-01)
Growth promotion and iron transport studies revealed that certain alpha-keto acids generated by amino acid deaminases, by enterobacteria of the Proteus-Providencia-Morganella group (of the tribe Proteeae), show significant siderophore activity. Their iron-binding properties were confirmed by the chrome azurol S...

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