Substance

ID:348442

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

Names and Identifiers
IUPAC Traditional name
(2S,3R)-2-amino-4-hydroxy-3-methylpentanoic acid
IUPAC name
(2S,3R)-2-amino-4-hydroxy-3-methylpentanoic acid
Synonyms
4-HYDROXYISOLEUCINE(4S)-4-Hydroxy-L-isoleucineHIL(2S,3R,4S)-2-Amino-4-hydroxy-3-methylpentanoic acid
Registration numbers
MDL Number
Beilstein Number
CAS Number
Properties
Physical Property
Flash Point
296.6 °F
147 °C
Optical Rotation
[α]/D +31.0±1.5°, c = 1 in H2O
Safety Information
Storage Temperature
2-8°C
GHS Signal Word
Warning
European Hazard Symbols
Irritant Irritant (Xi)
GHS Precautionary statements
P261-P305+P351+P338
German water hazard class
3
GHS Pictograms
GHS07
Acute toxicity (oral, dermal, inhalation), category 4
Skin irritation, category 2
Eye irritation, category 2
Skin sensitisation, category 1
Specific Target Organ Toxicity – Single exposure, category 3
GHS Hazard statements
H315-H319-H335
Safety Statements
26
MSDS Link
Risk Statements
36/37/38
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Product Information
Empirical Formula (Hill Notation)
C6H13NO3
Purity
≥98.0% (TLC)
Biological Source
from fenugreek seed
Molecule Details
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.
Molecular Spectra
No Data Available
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References
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