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6600-40-4

6600-40-4 Structure

6600-40-4 Structure
IdentificationMore
[Name]

Norvaline
[CAS]

6600-40-4
[Synonyms]

2-AMINOPENTANOIC ACID
H-APE(2)-OH
H-L-2-AMINOVALERIC ACID
H-L-NHCH[CH3(CH2)2]COOH
H-L-NORVALINE
H-L-NVA-OH
H-NVA-OH
L-2-AMINOPENTANOIC ACID
L(+)-2-AMINOVALERIC ACID
L-2-AMINOVALERIC ACID
L(+)-NORVALINE
L-NORVALINE
NORVALINE
NORVALINE, L-
NVAL
RARECHEM EM WB 0168
(S)-2-AMINOPENTANOIC ACID
(S)-2-AMINOVALERIC ACID
2-Aminovaleric acid
alpha-Aminovaleric acid
[EINECS(EC#)]

229-543-3
[Molecular Formula]

C5H11NO2
[MDL Number]

MFCD00064421
[Molecular Weight]

117.15
[MOL File]

6600-40-4.mol
Chemical PropertiesBack Directory
[Appearance]

white to light yellow crystal powder
[Melting point ]

>300 °C(lit.)
[alpha ]

24.5 º (c=10, 6 N HCl)
[Boiling point ]

222.9±23.0 °C(Predicted)
[density ]

1.2000 (estimate)
[refractive index ]

25 ° (C=10, 6mol/L HCl)
[storage temp. ]

Store at RT.
[solubility ]

48.7g/l
[form ]

Fine Crystalline Powder
[pka]

2.32(at 25℃)
[color ]

White
[Optical Rotation]

+7.025 (H2O) +24.125 (5 mol dm-3 HCl)
[Water Solubility ]

10.5 g/100 mL (18 ºC)
[Merck ]

14,6716
[BRN ]

1721162
[Major Application]

detection
[Cosmetics Ingredients Functions]

ANTISTATIC
[InChI]

1S/C5H11NO2/c1-2-3-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-/m0/s1
[InChIKey]

SNDPXSYFESPGGJ-BYPYZUCNSA-N
[SMILES]

CCC[C@H](N)C(O)=O
[Uses]

norvaline is a protein amino acid used as a skin-conditioning and anti-static agent.
[CAS DataBase Reference]

6600-40-4(CAS DataBase Reference)
[NIST Chemistry Reference]

L-Norvaline(6600-40-4)
Safety DataBack Directory
[Symbol(GHS) ]

Corrosion (GHS05)Exclamation Mark (GHS07)Environment (GHS09)
GHS05,GHS07,GHS09
[Signal word ]

Warning
[Hazard statements ]

H402
[Precautionary statements ]

P501-P273
[Hazard Codes ]

C,Xn
[Risk Statements ]

R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S24/25:Avoid contact with skin and eyes .
S37/39:Wear suitable gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
[WGK Germany ]

3
[REACH Registrations]

Active
[HS Code ]

29224995
[Storage Class]

11 - Combustible Solids
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

L(+)-2-Aminovaleric acid(6600-40-4).msds
Hazard InformationBack Directory
[Description]

L-Norvaline, an amino acid nutritional supplements, is a nonessential amino acid that’s typically found in protein-rich foods, such as meat and eggs. And, it can also be made by the body from valine during normal metabolism. L-norvaline is frequently consumed by athletes as part of their workout supplement program. It is usually used for pre-workout drinks to boost energy and support post-workout recovery. During workouts, L-norvaline improves muscle tissue strength and endurance by providing massive amounts of oxygen and nutrients.
[Chemical Properties]

white to light yellow crystal powder
[Definition]

ChEBI: L-Norvaline is a 2-aminopentanoic acid that has S-configuration. It has a role as a bacterial metabolite. It is a (R)-fenbuconazole and a 2-aminopentanoic acid. It is an enantiomer of a D-2-aminopentanoic acid. It is a tautomer of a L-2-aminopentanoic acid zwitterion.
[Biosynthesis]

L-Norvaline can be prepared using glycine and propionaldehyde as substrates via a one-pot multi-enzyme cascade. The enzymes used are ppLPA (L-phenylserine aldehyde reductase), ThrDA (L-threonine deaminase), BmLeuDH (L-leucine dehydrogenase) and FpADH (alcohol dehydrogenase). The optimal extraction conditions were as follows: optimum temperature 30 °C, pH 8.0, wet cell loading 50 g/L, and a ratio of the four enzymes (ppLPA I18T : ThrDA : BmLeuDH : FpADH) of 2 : 1 : 2 : 1; at a propionaldehyde concentration of 200 mM, substrate inhibition was avoided, and glycine could be used up to 1 M. This yields 116.5 g/L of L-norvaline with ee > 99 per cent [1].
Multi-enzyme cascade route for the synthesis of L-norvaline
[benefits]

Some benefits with taking L-norvaline:
L-Norvaline increases blood flow to working muscles, which can lead to greater muscle pumps during workouts, less soreness after workouts, and faster recovery times between workouts.
L-Norvaline, an amino acids supplement for men, may support nitric oxide production in healthy individuals, where nitric oxide plays an important role in many biological processes in the body including muscular contraction, blood circulation and blood flow throughout the body.
[Biochem/physiol Actions]

L-Norvaline enhances NO production from activated macrophages.
[Side effects]

Mild gastrointestinal symptoms such as stomach irritation, nausea, and vomiting may result from L-Norvaline supplementation.
[Safety]

Researchers from the University of Technology Sydney found taking the amino acid L-norvaline, even in small doses, could make cells unhealthy and eventually kill them.
However, in a study published in the US National Library of Medicine National Institutes of Health dated December 17, 2019, and entitled “Reports of L-Norvaline Toxicity in Humans May Be Greatly Overstated”, it was argued that the quantities of L-Norvaline used in the study claiming its toxicity was greatly above cytotoxic levels for all amino acids. Hence, it was concluded in the said study that as long as L-Norvaline is taken within recommended doses, it will not necessarily cause cytotoxic effects.
A typical dose of L-Norvaline is around 100mg-250mg per day.
[Purification Methods]

Crystallise norvaline from aqueous EtOH or water. [Greenstein & Winitz The Chemistry of the Amino Acids J. Wiley, Vol 3 pp 2390-2399 1961, Beilstein 4 III 1331-1333, 4 IV 128, 2629.]
[References]

[1] Tao, M., Li, J., Zhang, H., Zhan, J., Wang, X., Zhang, K., Zhang, J., Feng, Z. (2025). Engineered L-phenylserine aldolase enhances L-norvaline synthesis within an enzyme cascade. Journal of Biotechnology, 405, 99–110. https://doi.org/10.1016/j.jbiotec.2025.05.005
Spectrum DetailBack Directory
[Spectrum Detail]

L-Norvaline(6600-40-4)1HNMR
L-Norvaline(6600-40-4)13CNMR
L-Norvaline(6600-40-4)IR1
L-Norvaline(6600-40-4)IR2
L-Norvaline(6600-40-4)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

L(+)-Norvaline, 99%(6600-40-4)
[Alfa Aesar]

L-Norvaline, 99%(6600-40-4)
[Sigma Aldrich]

6600-40-4(sigmaaldrich)
[TCI AMERICA]

L-Norvaline,>99.0%(T)(6600-40-4)
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