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Basic information

  • Name:
  • L-norvaline

  • Superlist Name:
  • Norvaline
  • CAS No.:
  • 6600-40-4

  • Formula:
  • C5H11NO2
  • Synonyms:
  • L-Norvaline (9CI);Norvaline, L-;L-2-Aminovaleric acid;L-2-aminopentanoate;(S)-2-Aminopentanoic acid;L-(+)-2-aminovaleric acid;L-2-aminopentanoic acid;(2S)-2-aminopentanoic acid;alpha-L-Aminopentanoic acid;Leucine,2-methyl-;Pentanoic acid, 2-amino-, (S)-;L-Norvaaline;L(+)-Norvaline;(S)-2-Amino-pentanoic acid;
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Specification

The IUPAC name of L-Norvaline is (2S)-2-aminopentanoic acid. With the CAS registry number 6600-40-4, it is also named as Pentanoic acid, 2-amino-. The product's categories are Chiral; Protected Amino Acid & Peptides; Norvaline [Nva]; Amino Acids; Unusual Amino Acids; Pharmaceutical Intermediates; Amino Acids. It is white to light yellow crystal powder which is a non-proteinogenic branched-chain amino acid.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 0.38; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -2.12; (4)ACD/LogD (pH 7.4): -2.12; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 3; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 4; (12)Index of Refraction: 1.463; (13)Molar Refractivity: 30.27 cm3; (14)Molar Volume: 109.7 cm3; (15)Polarizability: 12×10-24 cm3; (16)Surface Tension: 41.9 dyne/cm; (17)Enthalpy of Vaporization: 50.61 kJ/mol; (18)Vapour Pressure: 0.0366 mmHg at 25°C; (19)Rotatable Bond Count: 3; (20)Exact Mass: 117.078979; (21)MonoIsotopic Mass: 117.078979; (22)Topological Polar Surface Area: 63.3; (23)Heavy Atom Count: 8; (24)Complexity: 82.5; (25)Defined Atom StereoCenter Count: 1.

Preparation of L-Norvaline: It can be obtained by 2-oxo-pentanoic acid anion. This reaction needs reagent pyridoxal phosphate, L-glutamic acid and solvent H2O at temperature of 40 °C. The reaction time is 18 hours and the yield is 32%. The other conditions are E.coli Aspartate transaminase and pH 8.

Uses of L-Norvaline: It is known to promote tissue regeneration and muscle growth and become a precursor in the penicillin biosynthetic pathway. It also can be used for nutrition agent and drug synthesis. For example: it can react with phthalic acid anhydride to get N,N-phthaloyl-L-norvaline. This reaction reacts at 130 °C.

When you are using this chemical, please be cautious about it as the following:
It is not only harmful by inhalation, in contact with skin and if swallowed, but also irritating to eyes, respiratory system and skin. So people should avoid contact with skin and eyes. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable gloves and eye/face protection. 

People can use the following data to convert to the molecule structure.
1. SMILES:O=C(O)[C@@H](N)CCC
2. InChI:InChI=1/C5H11NO2/c1-2-3-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-/m0/s1 
3. InChIKey:SNDPXSYFESPGGJ-BYPYZUCNBD

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