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Merck
CN

I8754

L-allo-Isoleucine

≥99%

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:
Molecular Weight:
131.17
NACRES:
NA.26
PubChem Substance ID:
eCl@ss:
32160406
UNSPSC Code:
12352209
EC Number:
216-142-3
MDL number:
Beilstein/REAXYS Number:
1721791
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Product Name

L-allo-Isoleucine,

InChI key

AGPKZVBTJJNPAG-UHNVWZDZSA-N

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

SMILES string

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

assay

≥99%

form

powder

color

white to off-white

mp

285 °C

Quality Level

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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

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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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
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
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
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
Gian Primahana et al.
Antibiotics (Basel, Switzerland), 10(3) (2021-04-04)
The rare actinobacterium Amycolatopsis sp. strain 195334CR was found to produce previously undescribed cyclic hexapeptides, which we named amycolatomycin A and B (1 and 2). Their planar structures were determined by high-resolution mass spectrometry as well as extensive 1D and

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