Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

49549

Sigma-Aldrich

4-Hydroxy-L-isoleucine

≥98.0% (TLC)

Synonym(s):

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

Sign Into View Organizational & Contract Pricing
All Photos(1)

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)

Quality Level

100

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

Looking for similar products? Visit Product Comparison Guide

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)

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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
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
Jasmin Dischinger et al.
PloS one, 4(8), e6788-e6788 (2009-08-27)
Lantibiotics are small microbial peptide antibiotics that are characterized by the presence of the thioether amino acids lanthionine and methyllanthionine. Lantibiotics possess structural genes which encode inactive prepeptides. During maturation, the prepeptide undergoes posttranslational modifications including the introduction of rare
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service