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Key Documents

W527602

Sigma-Aldrich

L-Isoleucine

99%, FCC, FG

Synonym(s):

(2S,3S)-2-Amino-3-methylpentanoic acid

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About This Item

Linear Formula:
C2H5CH(CH3)CH(NH2)CO2H
CAS Number:
Molecular Weight:
131.17
Beilstein:
1721792
EC Number:
MDL number:
UNSPSC Code:
12164502
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.21

biological source

synthetic

Quality Level

grade

FG

reg. compliance

EU Regulation 1334/2008 & 178/2002
FCC
FDA 21 CFR 172.320

Assay

99%

form

crystalline powder

optical activity

[α]20/D +38.6 to +42.5°, c = 4 in 6 M HCl

mp

288 °C (dec.) (lit.)

application(s)

flavors and fragrances

Documentation

see Safety & Documentation for available documents

food allergen

no known allergens

Organoleptic

odorless

SMILES string

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

InChI

1S/C6H13NO2/c1-3-4(2)5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)/t4-,5-/m0/s1

InChI key

AGPKZVBTJJNPAG-WHFBIAKZSA-N

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General description

L-Isoleucine is an essential amino acid used as a supplement in sports nutrition. It is one of the free-amino acids found in common buckwheat.

Application


  • Enhanced protein-metabolite correlation analysis: To investigate the association between Staphylococcus aureus mastitis and metabolic immune pathways.: This article discusses the metabolic pathways associated with bacterial infections in livestock, potentially useful for chemists studying metabolic pathways and their linkage to immune responses (Chen et al., 2024).

  • Probing pharmaceutically important amino acids L-isoleucine and L-tyrosine Solubilities: Unraveling the solvation thermodynamics in diverse mixed solvent systems.: This study explores the solubility and solvation thermodynamics of l-isoleucine, providing critical data for chemists working with pharmaceutical formulations and solubility studies (Chakraborty et al., 2024).


Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Eva Blomstrand et al.
The Journal of nutrition, 136(1 Suppl), 269S-273S (2005-12-21)
BCAAs (leucine, isoleucine, and valine), particularly leucine, have anabolic effects on protein metabolism by increasing the rate of protein synthesis and decreasing the rate of protein degradation in resting human muscle. Also, during recovery from endurance exercise, BCAAs were found
L Edvinsson
Blood vessels, 28(1-3), 35-45 (1991-01-01)
The cerebral circulation is supplied with two vasodilator systems: the parasympathetic system storing vasoactive intestinal peptide, peptide histidine isoleucine, acetylcholine and in a subpopulation of nerves neuropeptide Y, and the sensory system, mainly originating in the trigeminal ganglion, storing substance
Toshihiro Sato et al.
The Journal of biological chemistry, 278(6), 4314-4321 (2002-11-22)
Previously, we determined the crystal structures of the dimeric ligand binding region of the metabotropic glutamate receptor subtype 1. Each protomer binds l-glutamate within the crevice between the LB1 and LB2 domains. We proposed that the two different conformations of

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