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58879

Sigma-Aldrich

L-Isoleucine

≥99.5% (TLC), BioUltra

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/REAXYS Number:
1721792
EC Number:
MDL number:
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.26

product name

L-Isoleucine, BioUltra, ≥99.5% (NT)

product line

BioUltra

Quality Level

assay

≥99.5% (NT)
≥99.5% (TLC)

form

powder or crystals

optical activity

[α]20/D +41.0±1°, c = 5% in 6 M HCl

impurities

insoluble matter, passes filter test
≤0.5% foreign amino acids

ign. residue

0.05%

loss

0.05% loss on drying, 20 °C (HV)

color

white

mp

288 °C (dec.) (lit.)

solubility

1 M HCl: 1 M at 20 °C, clear, colorless

anion traces

chloride (Cl-): ≤100 mg/kg
sulfate (SO42-): ≤100 mg/kg

cation traces

Al: ≤5 mg/kg
As: ≤0.1 mg/kg
Ba: ≤5 mg/kg
Bi: ≤5 mg/kg
Ca: ≤10 mg/kg
Cd: ≤5 mg/kg
Co: ≤5 mg/kg
Cr: ≤5 mg/kg
Cu: ≤5 mg/kg
Fe: ≤5 mg/kg
K: ≤50 mg/kg
Li: ≤5 mg/kg
Mg: ≤5 mg/kg
Mn: ≤5 mg/kg
Mo: ≤5 mg/kg
NH4+: ≤100 mg/kg
Na: ≤50 mg/kg
Ni: ≤5 mg/kg
Pb: ≤5 mg/kg
Sr: ≤5 mg/kg
Zn: ≤5 mg/kg

λ

1 M in 1 M HCl

UV absorption

λ: 260 nm Amax: 0.07
λ: 280 nm Amax: 0.05

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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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).


Other Notes

Growth requirement of various microorganisms

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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’.

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CRC Handbook of Microbiology, 4, 1-1 (1974)
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
Adeline Chauvin et al.
The New phytologist, 197(2), 566-575 (2012-11-23)
Damage-inducible defenses in plants are controlled in part by jasmonates, fatty acid-derived regulators that start to accumulate within 30 s of wounding a leaf. Using liquid chromatography-tandem mass spectrometry, we sought to identify the 13-lipoxygenases (13-LOXs) that initiate wound-induced jasmonate synthesis

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