L-Valin

Bezeichnung:L-Valin

CAS-Nr72-18-4

Englisch Name:L-Valine

CBNumberCB3381690

SummenformelC5H11NO2

Molgewicht117.15

MOL-Datei72-18-4.mol

Synonyma

L-Valin

L-Valin physikalisch-chemischer Eigenschaften

Schmelzpunkt	295-300 °C (subl.) (lit.)
Siedepunkt	213.6±23.0 °C(Predicted)
alpha	28 º (c=8, 6N HCl)
Dichte	1.23
Brechungsindex	28 ° (C=8, HCl)
storage temp.	2-8°C
Löslichkeit	H₂O: 25 mg/mL
Aggregatzustand	powder
pka	2.29(at 25℃)
Farbe	White
PH	5.5-6.5 (100g/l, H2O, 20℃)
Geruch (Odor)	odorless
Geruchsart	odorless
Optische Aktivität	[α]20/D +27.0±0.5°, c = 5% in 5 M HCl
Wasserlöslichkeit	85 g/L (20 ºC)
maximale Wellenlänge (λmax)	λ: 260 nm Amax: 0.15 λ: 280 nm Amax: 0.1
Merck	14,9909
BRN	1721136
InChIKey	KZSNJWFQEVHDMF-BYPYZUCNSA-N
LogP	0.29
CAS Datenbank	72-18-4(CAS DataBase Reference)
NIST chemische Informationen	Valine(72-18-4)
EPA chemische Informationen	L-Valine (72-18-4)

Sicherheit

Kennzeichnung gefährlicher	Xn
R-Sätze:	40
S-Sätze:	24/25-36-22
WGK Germany	3
RTECS-Nr.	YV9361000
TSCA	Yes
HS Code	29224995
Giftige Stoffe Daten	72-18-4(Hazardous Substances Data)
Toxizität	LD50 intraperitoneal in rat: 5390mg/kg

Gefahreninformationscode (GHS)

L-Valine Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R40:Verdacht auf krebserzeugende Wirkung.
S-Sätze Betriebsanweisung:
S24/25:Berührung mit den Augen und der Haut vermeiden.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
S22:Staub nicht einatmen.
Beschreibung
Valine (abbreviated as Val or V) is an α-amino acid with the chemical formula HO₂CCH(NH₂)CH(CH₃)₂. L-Valine is one of 20 proteinogenic amino acids. Its codons are GUU, GUC, GUA, and GUG. This essential amino acid is classified as nonpolar. Human dietary sources are any proteinaceous foods such as meats, dairy products, soy products, beans and legumes.
Along with leucine and isoleucine, valine is a branched-chain amino acid. It is named after the plant valerian. In sickle-cell disease, valine substitutes for the hydrophilic amino acid glutamic acid in hemoglobin. Because valine is hydrophobic, the hemoglobin is prone to abnormal aggregation.
Chemische Eigenschaften
White or almost white, crystalline powder or colourless crystals, soluble in water, very slightly soluble in alcohol.
Verwenden
valine is an amino acid used as a skin-conditioning and odor-masking agent. It is more commonly used in hair care preparations than in skin care.
Verwenden
L-Valine is an essential amino acid and one of 20 proteinogenic amino acids. L-Valine cannot be manufactured by the body and must be acquired through diet or supplementation. L-valine is found in grains, dairy products, mushrooms, meats, peanuts and soy proteins. L-Valine has been used in studies to attenuate arrhythmias and induce hypotensive effects.
Definition
ChEBI: The L-enantiomer of valine.
Biosynthese
Valine is an essential amino acid, hence it must be ingested, usually as a component of proteins. It is synthesized in plants via several steps starting from pyruvic acid. The initial part of the pathway also leads to leucine. The intermediate α-ketoisovalerate undergoes reductive amination with glutamate. Enzymes involved in this biosynthesis include :
Acetolactate synthase
Acetohydroxy acid isomeroreductase
Dihydroxyacid dehydratase
Valine aminotransferase.
Synthesis Reference(s)
Tetrahedron Letters, 22, p. 2411, 1981 DOI: 10.1016/S0040-4039(01)82922-1
Chemical and Pharmaceutical Bulletin, 23, p. 167, 1975 DOI: 10.1248/cpb.23.167
Allgemeine Beschreibung
Valine is an essential amino acid, involved in the biosynthesis of glutamine and alanine. Valine being a branched-chain amino acid (BCAA), maintains a balance among the BCAAs. L-Valine serves as an energy fuel.
Biochem/physiol Actions
Valine is an essential amino acid, involved in the biosynthesis of glutamine and alanine. Valine being a branched-chain amino acid (BCAA) maintains a balance among the BCAAs. L-Valine serves as an energy fuel. Long term deficiency of L-Valine leads to growth failure, organ damage and loss of muscle mass.
Nebenwirkungen
L-valine is a natural substance that is necessary for our health. As such, it generally does not have any side effects. However, taking large quantities of L-valine can cause fatigue, nausea, and a lack of muscle coordination.
Extremely high doses of L-valine can be dangerous. Excessive levels of L-valine can cause your body to produce excess ammonia which is toxic.
Extremely high levels of L-valine can cause your skin to tingle and can lead to hallucinations.
Sicherheitsprofil
Mutation data reported. When heated to decomposition it emits toxic fumes of NOx.
Synthese
Racemic valine can be synthesized by bromination of isovaleric acid followed by amination of the α-bromo derivative
HO₂CCH₂CH(CH₃)₂ + Br₂ → HO₂CCHBrCH(CH₃)₂ + HBr
HO₂CCHBrCH(CH₃)₂ + 2 NH₃ → HO₂CCH(NH₂)CH(CH₃)₂ + NH4Br
.
läuterung methode
Crystallise L-valine from water by addition of EtOH. It sublimes at 178-188o/0.03mm with 99.3% recovery and unracemised [Gross & Gradsky J Am Chem Soc 77 1678 1955]. [Perrin J Chm Soc 3125 1958, Greenstein & Winitz The Chemistry of the Amino Acids J. Wiley, Vol 3 pp 2368-23771961, Beilstein 4 IV 2659.]
Nomenclature
According to IUPAC, carbon atoms forming valine are numbered sequentially starting from 1 denoting the carboxyl carbon, whereas 4 and 4' denote the two terminal methyl carbons.

L-Valine Upstream-Materialien And Downstream Produkte

L-Valin Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

72-18-4, L-Valine Verwandte Suche:

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