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49549

Sigma-Aldrich

4-Hydroxy-L-isoleucine

≥98.0% (TLC)

Synonym(s):

(2S,3R)-2-Amino-4-hydroxy-3-methylpentanoic acid

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About This Item

Empirical Formula (Hill Notation):
C6H13NO3
CAS Number:
781658-23-9
Molecular Weight:
147.17
MDL number:
MFCD06799350
UNSPSC Code:
12352204
eCl@ss:
32160406
PubChem Substance ID:
329757475
NACRES:
NA.32

product name

4-Hydroxy-L-isoleucine, ≥98.0% (TLC)

Assay

≥98.0% (TLC)

optical activity

[α]/D +34.0±2.0°, c = 1 in H2O

color

white to off-white

storage temp.

2-8°C

SMILES string

CC(O)[C@H](C)[C@H](N)C(O)=O

InChI

1S/C6H13NO3/c1-3(4(2)8)5(7)6(9)10/h3-5,8H,7H2,1-2H3,(H,9,10)/t3-,4?,5-/m0/s1

InChI key

OSCCDBFHNMXNME-DSDZBIDZSA-N

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Biochem/physiol Actions

A peculiar amino acid extracted from fenugreek seeds and never found in mammalian tissues, exhibits interesting insulinotropic activity; effects on insulin secretion, plant-derived treatment for metabolic syndrome.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Precautionary Statements

P261 - P305 + P351 + P338

Hazard Classifications

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

296.6 °F

Flash Point(C)

147 °C

Certificates of Analysis (COA)

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Choong Tat Keng et al.
Gut, 65(10), 1744-1753 (2015-07-08)
HCV infection affects millions of people worldwide, and many patients develop chronic infection leading to liver cancers. For decades, the lack of a small animal model that can recapitulate HCV infection, its immunopathogenesis and disease progression has impeded the development
Anna Maria Herzner et al.
PloS one, 6(7), e22389-e22389 (2011-08-04)
Lantibiotics are small peptide antibiotics that contain the characteristic thioether amino acids lanthionine and methyllanthionine. As ribosomally synthesized peptides, lantibiotics possess biosynthetic gene clusters which contain the structural gene (lanA) as well as the other genes which are involved in
C Broca et al.
European journal of pharmacology, 390(3), 339-345 (2000-03-10)
4-Hydroxyisoleucine, a peculiar amino acid extracted from fenugreek seeds and never found in mammalian tissues, exhibits interesting insulinotropic activity. To investigate the structural requirements for this stimulating effect, the insulinotropic activity of the major isomer (2S,3R,4S) of 4-hydroxyisoleucine, in the
Dong Hoon Shin et al.
Annals of laboratory medicine, 34(4), 307-312 (2014-07-02)
Hemolysis, icterus, and lipemia (HIL) cause preanalytical interference and vary unpredictably with different analytical equipments and measurement methods. We developed an integrated reporting system for verifying HIL status in order to identify the extent of interference by HIL on clinical
Lucie Jetté et al.
Current opinion in investigational drugs (London, England : 2000), 10(4), 353-358 (2009-04-02)
The plant fenugreek has been used for centuries as a treatment for diabetes. This article presents evidence that the major isomer of 4-hydroxyisoleucine, an atypical branched-chain amino acid derived from fenugreek, is responsible for the effects of this plant on
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