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Merck
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Principaux documents

H4002

Sigma-Aldrich

DL-3-Hydroxynorvaline

≥98% (TLC)

Synonyme(s) :

HNV, α-Amino-β-hydroxyvaleric acid, 2-Amino-3-hydroxypentanoic acid, 3-Hydroxy-2-aminopentanoic acid, DL-β-Hydroxynorvaline

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About This Item

Formule empirique (notation de Hill):
C5H11NO3
Numéro CAS:
Poids moléculaire :
133.15
Beilstein:
1722350
Numéro MDL:
Code UNSPSC :
12352209
eCl@ss :
32160406
ID de substance PubChem :
Nomenclature NACRES :
NA.26

Nom du produit

DL-3-Hydroxynorvaline, ≥98% (TLC)

Niveau de qualité

Essai

≥98% (TLC)

Forme

powder

Couleur

white

Application(s)

cell analysis

Température de stockage

−20°C

Chaîne SMILES 

CCC(O)C(N)C(O)=O

InChI

1S/C5H11NO3/c1-2-3(7)4(6)5(8)9/h3-4,7H,2,6H2,1H3,(H,8,9)

Clé InChI

LGVJIYCMHMKTPB-UHFFFAOYSA-N

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Actions biochimiques/physiologiques

3-Hydroxynorvaline (HNV) is a microbial, α amino acid threonine analogue which has antiviral activity (herpes virus) and is toxic to mammalian cells (embryotoxic and teratogenic) presumably via incorporation into proteins. 3-Hydroxynorvaline may be used as an unnatural amino acid to study the fidelity of protein translation at the level of acyl-tRNA editing. 3-Hydroxynorvaline may also be used to study enzymes and molecules involved in threonine metabolism.

Pictogrammes

CorrosionExclamation mark

Mention d'avertissement

Danger

Mentions de danger

Classification des risques

Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves


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Consulter la Bibliothèque de documents

Anand Minajigi et al.
Biochemistry, 50(6), 1101-1109 (2011-01-13)
In all living systems, the fidelity of translation is maintained in part by the editing mechanisms of aminoacyl-tRNA synthetases (ARSs). Some nonproteogenic amino acids, including β-hydroxynorvaline (HNV) are nevertheless efficiently aminoacylated and become incorporated into proteins. To investigate the basis
R Louw et al.
Amino acids, 29(3), 207-212 (2005-08-06)
3-Hydroxynorvaline (HNV; 2-amino-3-hydroxypentanoic acid), a microbial L-threonine analogue, is toxic to mammalian cells and displays antiviral properties. In view of this, we investigated the toxicity and/or potential teratogenicity of HNV in developing chicken and mouse embryos. HNV was administered to
R Kumarasamy et al.
Virology, 138(1), 156-161 (1984-10-15)
Treatment of HSV-infected BHK-21 cells with 5-10 mM of beta-hydroxynorvaline (Hnv), an analog of threonine which blocked attachment of oligosaccharides at the Asn-X-Thr sites, markedly inhibited the synthesis of all viral glycoproteins as well as the major capsid protein. However
C Ramos et al.
Applied and environmental microbiology, 58(5), 1677-1682 (1992-05-01)
In this work, we isolated and characterized mutants that overproduce threonine from Saccharomyces cerevisiae. The mutants were selected for resistance to the threonine analog alpha-amino-beta-hydroxynorvalerate (hydroxynorvaline), and, of these, the ones able to excrete threonine to the medium were chosen.
M M Mareel et al.
Clinical & experimental metastasis, 3(3), 197-207 (1985-07-01)
Inhibitors of glycosylation and carbohydrate processing were used to investigate the role of carbohydrates exposed at the cell surface in invasion. Malignant mouse MO4 cells were confronted with embryonic chick heart in organ culture, an assay shown to be relevant

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