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I0460000

Isoleucine

European Pharmacopoeia (EP) Reference Standard

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Synonym(s):
L-Isoleucine, (2S,3S)-2-Amino-3-methylpentanoic acid
Linear Formula:
C2H5CH(CH3)CH(NH2)CO2H
CAS Number:
73-32-5
Molecular Weight:
131.17
Beilstein:
1721792
MDL number:
MFCD00064222
PubChem Substance ID:
329815310
NACRES:
NA.24

grade

pharmaceutical primary standard

API family

leucine

manufacturer/tradename

EDQM

mp

288 °C (dec.) (lit.)

application(s)

pharmaceutical (small molecule)

format

neat

storage temp.

2-8°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-/m0/s1

InChI key

AGPKZVBTJJNPAG-WHFBIAKZSA-N

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General description

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia.For further information and support please go to the website of the issuing Pharmacopoeia.

Application

Isoleucine EP Reference standard, intended for use in laboratory tests only as specifically prescribed in the European Pharmacopoeia.

Packaging

The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue.

Other Notes

Sales restrictions may apply.

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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O Søvik
Journal of inherited metabolic disease, 16(1), 46-54 (1993-01-01)
A review is presented of 22 published cases of verified or probable mitochondrial 2-methylacetoacetyl-CoA thiolase deficiency, a disorder of isoleucine and ketone body metabolism. The clinical expression, characterized by ketoacidosis, vomiting and lethargy, is highly variable. Typical age of onset
Stanley H Korman
Molecular genetics and metabolism, 89(4), 289-299 (2006-09-05)
Three inborn errors have been identified in the pathway of isoleucine degradation. Deficiency of beta-ketothiolase (beta-KT, also known as T2, mitochondrial acetoacetyl-CoA thiolase and acetyl-CoA acetyltransferase 1) is a well-described disorder which presents with acute episodic ketoacidosis. In contrast, short/branched-chain
O A Mamer
Journal of chromatography. B, Biomedical sciences and applications, 758(1), 49-55 (2001-08-03)
The initial catabolic steps of isoleucine by mammals has been misunderstood and misapprehended in the scientific literature for many years. The suggestion that the interconversion of isoleucine and alloisoleucine occurs through the keto-enol racemization of their respective transaminated alpha-keto acids
Vijay Joshi et al.
Amino acids, 39(4), 933-947 (2010-02-27)
Pathways regulating threonine, methionine and isoleucine metabolism are very efficiently interconnected in plants. As both threonine and methionine serve as substrates for isoleucine synthesis, their synthesis and catabolism under different developmental and environmental conditions also influence isoleucine availability. Together, methionine
Anna L Vestergaard et al.
Proceedings of the National Academy of Sciences of the United States of America, 111(14), E1334-E1343 (2014-04-08)
P4-ATPases (flippases) translocate specific phospholipids such as phosphatidylserine from the exoplasmic leaflet of the cell membrane to the cytosolic leaflet, upholding an essential membrane asymmetry. The mechanism of flipping this giant substrate has remained an enigma. We have investigated the
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