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I8754

Sigma-Aldrich

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:
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
NACRES:
NA.26
Pricing and availability is not currently available.

Product Name

L-allo-Isoleucine,

Assay

≥99%

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM2388
BCCH6148
BCCG3273
BCCF3564
BCCD2109

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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
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
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
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
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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  3. What is the stability of this product?

    1 answer

    1. This product is not assigned an expiration date. Products that are robust in nature and extremely stable, in the original unopened container, are not assigned an expiration date or retest schedule. These products will have no dating reported on either the label or the Certificate of Analysis.
      Products that are not assigned an expiration or retest date are covered by a warranty period of 1 year from the date of product shipment.
      Full Product Dating Information may be reviewed at the link below: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/190/408/product-dating-information-ms.pdf

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