50118

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

≥98.0% (TLC)

• Synonym(s): 4-HYDROXYISOLEUCINE, HIL, (2S,3R,4S)-2-Amino-4-hydroxy-3-methylpentanoic acid
• Empirical Formula (Hill Notation): C₆H₁₃NO₃
• CAS Number: 55399-93-4
• Molecular Weight: 147.17
• UNSPSC Code: 12352209
• eCl@ss: 32160406
• PubChem Substance ID: 329757568
• NACRES: NA.26
• Beilstein/REAXYS Number: 4128096
• MDL number: MFCD07357252

Properties

• Product Name: (4S)-4-Hydroxy-L-isoleucine, from fenugreek seeds, ≥98.0% (TLC)
• biological source: fenugreek seeds
• Quality Segment: 100
• 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

Description

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.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Codes: H315,H319,H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point (°F): 296.6 °F
• Flash Point (°C): 147 °C
• PPE (personal protective equipment): dust mask type N95 (US), Eyeshields, Gloves