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I8754

Sigma-Aldrich

L-allo-Isoleucine

Synonym(s):

(2S,3R)-2-Amino-3-methylpentanoic acid, L-Alloisoleucine

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About This Item

Empirical Formula (Hill Notation):
C6H13NO2
CAS Number:
1509-34-8
Molecular Weight:
131.17
Beilstein:
1721791
EC Number:
216-142-3
MDL number:
MFCD00066446
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
24896143

Assay

≥99%

Quality Level

200

form

powder

color

white to off-white

mp

285 °C

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+/m1/s1

InChI key

AGPKZVBTJJNPAG-UHNVWZDZSA-N

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Application


  • Pseudomonas syringae pv. tomato DC3000 CmaL (PSPTO4723), a DUF1330 family member, is needed to produce L-allo-isoleucine, a precursor for the phytotoxin coronatine: This study demonstrates the essential role of L-allo-isoleucine in the synthesis of plant toxins, impacting plant pathology and biocontrol strategies (Worley et al., 2013).

Biochem/physiol Actions

L-allo-Isoleucine may be used in studies on maple syrup urine disease.

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

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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J E Baldwin et al.
The Biochemical journal, 301 ( Pt 2), 367-372 (1994-07-15)
Potential substrates for L-delta-(alpha-aminoadipoyl)-L-(cysteinyl)-D-valine (ACV) synthetase were initially identified using both the amino-acid-dependent ATP<-->pyrophosphate exchange reaction catalysed by the enzyme and the incorporation of 14C-radiolabelled cysteine and valine into potential peptide products. S-Carboxymethylcysteine was an effective substitute for alpha-aminoadipate and
U Wendel et al.
Pediatric research, 25(1), 11-14 (1989-01-01)
The nonprotein amino acid L-allo-isoleucine is formed endogenously in maple syrup urine disease patients from (R)-3-methyl-2-oxo-pentanoic acid. During strict metabolic balance, the plasma L-allo-isoleucine/L-isoleucine ratio correlates inversely with the residual activity of the branched-chain 2-oxoacid dehydrogenase in fibroblasts and thus
P Schadewaldt et al.
Biochemical medicine and metabolic biology, 41(2), 105-116 (1989-04-01)
Possible functional differences in the catabolism of the four branched-chain L-amino acids in maple syrup urine disease were assessed using cultured human skin fibroblast stains. Transamination and oxidative decarboxylation were comparatively studied in 90-min incubations with 1 mmole/liter of 1-14C-labeled
Mahesha M Poojary et al.
Food chemistry, 234, 236-244 (2017-05-30)
In this study, enzyme-assisted extraction was performed to extract umami taste and total free amino acids (FAAs) from the six different mushrooms including shiitake (Lentinus edodes), oyster (Pleurotus ostreatus), tea tree (Agrocybe aegerita) and, white, brown and portobello champignons (Agaricus
Chen Barazani et al.
Growth hormone & IGF research : official journal of the Growth Hormone Research Society and the International IGF Research Society, 52, 101312-101312 (2020-03-23)
Laron Syndrome (LS), (OMIM# 262500), a rare recessively inherited disease caused by deletions or mutations of the GH receptor, gene characterized by dwarfism with low or undetectable serum IGF-I in the presence of high serum GH. In addition to dwarfism
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