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50118

Sigma-Aldrich

(4S)-4-Hydroxy-L-isoleucine

≥98.0% (TLC)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C6H13NO3
CAS Number:
Molecular Weight:
147.17
Beilstein:
4128096
MDL number:
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.26

Product Name

(4S)-4-Hydroxy-L-isoleucine, from fenugreek seeds, ≥98.0% (TLC)

biological source

fenugreek seeds

Quality Level

Assay

≥98.0% (TLC)

form

powder or flakes

optical activity

[α]/D +32.5±2.0°, c = 1 in H2O

color

white to almost white

storage temp.

2-8°C

SMILES string

C[C@H](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-YUPRTTJUSA-N

Biochem/physiol Actions

(4S)-4-Hydroxy-L-isoleucine (HIL) is a non-proteinogenic α amino acid produced by the activity of bacterial isoleucine dioxygenase(s). (2S,3R,4S)-HIL is being studied to understand its insulinotropic (anti-diabetic) and anti-obesity effects.
4-Hydroxyisoleucine (HIL) from fenugreek (Trigonella foenum-graecum) seeds is a potential insulinotropic (anti-diabetic) and anti-obesity amino acid. HIL stimulates glucose-dependent insulin secretion from pancreatic cells. HIL activates insulin receptor substrate-associated phosphoinositide 3 (PI3) kinase activity. HIL reduces plasma levels of triglycerides, free fatty acids and cholesterol.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

296.6 °F

Flash Point(C)

147 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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