U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C6H13NO2
Molecular Weight 131.1729
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ALLOISOLEUCINE, L-

SMILES

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

InChI

InChIKey=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

HIDE SMILES / InChI

Description

L-alloisoleucine (2S, 3R), a diastereomer of L-isoleucine (2S, 3S), is a normal constituent of human plasma. It was shown, that the plasma L-alloisoleucine above the cutoff value of 5 micromol/L is the most specific and most sensitive diagnostic marker for all forms of maple syrup urine disease (MSUD). The precise mechanism of L-alloisoleucine formation is unclear, but existed suggestions, that R-3-methyl-2-oxopentanoate is an immediate and inevitable byproduct of L-isoleucine transamination and that alloisoleucine is primarily formed via transamination of 3-methyl-2-oxopenanoate in vivo.

Approval Year

Unknown
139594
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Diagnostic
Natural Metabolite
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Studies on the biosynthesis of asperparaline A: origin of the spirosuccinimde ring system.
2003 Dec 3
Salmonella invasion gene regulation: a story of environmental awareness.
2005 Feb
Enantioselective and diastereoselective separation of synthetic pyrethroid insecticides on a novel chiral stationary phase by high-performance liquid chromatography.
2007 Jul
Incidence of lower-limb amputation in the diabetic and nondiabetic general population: a 10-year population-based cohort study of initial unilateral and contralateral amputations and reamputations.
2009 Feb
[Surgical complications of renal transplantation from living donors: experience of the CHU Ibn Sina, Rabat].
2010
The role of coupled positive feedback in the expression of the SPI1 type three secretion system in Salmonella.
2010 Jul 29
Patents

Patents

JP1055185A
2
JP2000226400A
2
JP2001086998A
2
JP2001103992A
2
JP2001181297A
4
JP2001502360A
2
JP2002017296A
4
JP2002114674A
2
JP2002520018A
2
JP2003171271A
2
JP2003506491A
2
JP2004244399A
2
JP2005151829A
2
JP2005247721A
2
JP2006022119A
2
JP2006131618A
2
JP2007511566A
2
JP2008056566A
2
JP2008056568A
2
JP2008154488A
2
JP2008255087A
2
JP2009102235A
2
JP2009136292A
2
JP2009179621A
2
JP2009183278A
2
JP2009517006A
2
JP2010246533A
2
JP2010524472A
2
JP2010526876A
9
JP2010540159A
31
JP2011242217A
2
JP2011521984A
2
JP2011529921A
2
JP3657002B2
4
JP4238334B2
2
JP4401441B2
2
JP4739229B2
2
JP5367695B2
2
JP5372213B2
4
JPH00399098A
4
JPH00847397A
2
JPH01254699A
2
JPH02104596A
2
JPH02291272A
2
JPH023699A
2
JPH03115284A
2
JPH0368599A
2
JPH04207161A
2
JPH04356482A
2
JPH0459724A
2
JPH05255069A
2

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Unknown
Name Type Language
ALLOISOLEUCINE, L-
Systematic Name English
ALLOISOLEUCINE
Systematic Name English
L(+)-ALLOISOLEUCINE
Common Name English
L-ALLOISOLEUCINE
Systematic Name English
L-NORVALINE, 3-METHYL-, THREO-
Common Name English
PENTANOIC ACID, 2-AMINO-3-METHYL-, (S-(R*,S*))-
Common Name English
L-ALLO-ISOLEUCINE
Systematic Name English
(S-(R*,S*))-2-AMINO-3-METHYLPENTANOIC ACID
Common Name English
ALLO-ISOLEUCINE
Systematic Name English
ISOLEUCINE L-ALLO-FORM [MI]
Common Name English
NSC-206282
Code English
Classification Tree Code System Code
LOINC 41398-9
Created by admin on Sat Dec 16 09:24:16 GMT 2023 , Edited by admin on Sat Dec 16 09:24:16 GMT 2023
LOINC 53154-1
Created by admin on Sat Dec 16 09:24:16 GMT 2023 , Edited by admin on Sat Dec 16 09:24:16 GMT 2023
LOINC 50174-2
Created by admin on Sat Dec 16 09:24:16 GMT 2023 , Edited by admin on Sat Dec 16 09:24:16 GMT 2023
LOINC 73908-6
Created by admin on Sat Dec 16 09:24:16 GMT 2023 , Edited by admin on Sat Dec 16 09:24:16 GMT 2023
LOINC 22658-9
Created by admin on Sat Dec 16 09:24:16 GMT 2023 , Edited by admin on Sat Dec 16 09:24:16 GMT 2023
LOINC 50175-9
Created by admin on Sat Dec 16 09:24:16 GMT 2023 , Edited by admin on Sat Dec 16 09:24:16 GMT 2023
LOINC 22670-4
Created by admin on Sat Dec 16 09:24:16 GMT 2023 , Edited by admin on Sat Dec 16 09:24:16 GMT 2023
LOINC 53393-5
Created by admin on Sat Dec 16 09:24:16 GMT 2023 , Edited by admin on Sat Dec 16 09:24:16 GMT 2023
LOINC 53152-5
Created by admin on Sat Dec 16 09:24:16 GMT 2023 , Edited by admin on Sat Dec 16 09:24:16 GMT 2023
LOINC 53153-3
Created by admin on Sat Dec 16 09:24:16 GMT 2023 , Edited by admin on Sat Dec 16 09:24:16 GMT 2023
LOINC 59213-9
Created by admin on Sat Dec 16 09:24:16 GMT 2023 , Edited by admin on Sat Dec 16 09:24:16 GMT 2023
LOINC 27381-3
Created by admin on Sat Dec 16 09:24:16 GMT 2023 , Edited by admin on Sat Dec 16 09:24:16 GMT 2023
NCI_THESAURUS C73539
Created by admin on Sat Dec 16 09:24:16 GMT 2023 , Edited by admin on Sat Dec 16 09:24:16 GMT 2023
LOINC 59212-1
Created by admin on Sat Dec 16 09:24:16 GMT 2023 , Edited by admin on Sat Dec 16 09:24:16 GMT 2023
LOINC 53397-6
Created by admin on Sat Dec 16 09:24:16 GMT 2023 , Edited by admin on Sat Dec 16 09:24:16 GMT 2023
LOINC 22699-3
Created by admin on Sat Dec 16 09:24:16 GMT 2023 , Edited by admin on Sat Dec 16 09:24:16 GMT 2023
LOINC 22730-6
Created by admin on Sat Dec 16 09:24:16 GMT 2023 , Edited by admin on Sat Dec 16 09:24:16 GMT 2023
LOINC 23809-7
Created by admin on Sat Dec 16 09:24:16 GMT 2023 , Edited by admin on Sat Dec 16 09:24:16 GMT 2023
Code System Code Type Description
CHEBI
43433
Created by admin on Sat Dec 16 09:24:16 GMT 2023 , Edited by admin on Sat Dec 16 09:24:16 GMT 2023
PRIMARY
CAS
1509-34-8
Created by admin on Sat Dec 16 09:24:16 GMT 2023 , Edited by admin on Sat Dec 16 09:24:16 GMT 2023
PRIMARY
NSC
206282
Created by admin on Sat Dec 16 09:24:16 GMT 2023 , Edited by admin on Sat Dec 16 09:24:16 GMT 2023
PRIMARY
FDA UNII
6RNR8XN7S2
Created by admin on Sat Dec 16 09:24:16 GMT 2023 , Edited by admin on Sat Dec 16 09:24:16 GMT 2023
PRIMARY
EPA CompTox
DTXSID3046530
Created by admin on Sat Dec 16 09:24:16 GMT 2023 , Edited by admin on Sat Dec 16 09:24:16 GMT 2023
PRIMARY
DRUG BANK
DB01739
Created by admin on Sat Dec 16 09:24:16 GMT 2023 , Edited by admin on Sat Dec 16 09:24:16 GMT 2023
PRIMARY
CHEBI
22359
Created by admin on Sat Dec 16 09:24:16 GMT 2023 , Edited by admin on Sat Dec 16 09:24:16 GMT 2023
PRIMARY
CHEBI
85338
Created by admin on Sat Dec 16 09:24:16 GMT 2023 , Edited by admin on Sat Dec 16 09:24:16 GMT 2023
PRIMARY
MERCK INDEX
m6495
Created by admin on Sat Dec 16 09:24:16 GMT 2023 , Edited by admin on Sat Dec 16 09:24:16 GMT 2023
PRIMARY Merck Index
PUBCHEM
99288
Created by admin on Sat Dec 16 09:24:16 GMT 2023 , Edited by admin on Sat Dec 16 09:24:16 GMT 2023
PRIMARY
NCI_THESAURUS
C118884
Created by admin on Sat Dec 16 09:24:16 GMT 2023 , Edited by admin on Sat Dec 16 09:24:16 GMT 2023
PRIMARY
ECHA (EC/EINECS)
216-142-3
Created by admin on Sat Dec 16 09:24:16 GMT 2023 , Edited by admin on Sat Dec 16 09:24:16 GMT 2023
PRIMARY
SUBSTANCE RECORD
Structure of ALLOISOLEUCINE, L-
NIH
NCATS
PRIVACY ACT
ACCESSIBILITY
DISCLAIMER
HHS VULNERABILITY DISCLOSURE
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