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219827

Sigma-Aldrich

(S)-(−)-2-Hydroxyisocaproic acid

98%

Synonym(s):

2-Hydroxy-4-methylvaleric acid, L-2-Hydroxy-4-methylpentanoic acid, L-Leucic acid

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About This Item

Linear Formula:
(CH3)2CHCH2CH(OH)CO2H
CAS Number:
Molecular Weight:
132.16
EC Number:
MDL number:
UNSPSC Code:
51113400
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

form

powder

optical activity

[α]22/D −26.3°, c = 1 in 1 M NaOH

mp

78-80 °C (lit.)

SMILES string

CC(C)C[C@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

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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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
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
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.
Fernanda U Fontella et al.
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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
K D Webster et al.
Archives of biochemistry and biophysics, 273(2), 562-571 (1989-09-01)
L-Thiomorpholine-3-carboxylic acid (L-TMC) is a cyclized analog of S-(2-chloroethyl)-L-cysteine, which is cytotoxic in vitro and nephrotoxic in vivo. To determine whether L-TMC may play a role in S-(2-chloroethyl)-L-cysteine-induced toxicity, the cytotoxicity of L-TMC was studied in isolated rat kidney cells.

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