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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

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
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.
F A Barile et al.
Archives of biochemistry and biophysics, 270(1), 294-301 (1989-04-01)
Amino acid substitutions in collagen that impair folding of the triple helix result in significant increases in intracellular degradation of newly synthesized collagen. We have studied the effects of agents that cause other kinds of defects in collagen: hydroxynorvaline, a
Y J Gordon et al.
Current eye research, 5(2), 93-99 (1986-02-01)
The present study examined the anti-herpetic effect of the glycoprotein inhibitors, hydroxynorvaline and 2-deoxyglucose, alone and in combination with trifluridine on murine ocular herpes. Following ocular inoculation with a large dose of HSV-1 RE strain (10(6) pfu), ICR mice were
G Hortin et al.
The Journal of biological chemistry, 255(15), 7051-7054 (1980-08-10)
The proteolytic processing of rat pre-prolactin (Pre-Prl) to prolactin in isolated hemipituitaries was inhibited by the threonine analog, beta-hydroxynorvaline (Hnv). Pre-Prl accumulated as a major labeled intracellular product, even during pulse labeling longer than 2 h, but it was not

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