N-Cbz-L-Phenylalanine

Names

[ Name ]:
N-Cbz-L-Phenylalanine

[Synonym ]:
L-Phenylalanine, N-[(phenylmethoxy)carbonyl]-
N-Cbz-L-phenylalanine
N-Benzyloxycarbonyl-L-phnylalanine
MFCD00020418
(S)-2-(Benzyloxycarbonylamino)-3-phenylpropanoicacid
Phenylalanine, N-[(phenylmethoxy)carbonyl]-
Z-L-Phenylalanine
EINECS 214-599-3
(2S)-3-phenyl-2-(phenylmethoxycarbonylamino)propanoic acid
N-[(Benzyloxy)carbonyl]phenylalanine
N-carbobenzyloxy-dl-phenylalanine
N-Carbobenzyloxy-L-phenylalanine
N-(Carbobenzyloxy)-L-phenylalanine
N-Carbobenzoxy-L-phenylalanine
(2S)-2-{[(benzyloxy)carbonyl]amino}-3-phenylpropanoic acid
(S)-2-(Benzyloxycarbonylamino)-3-phenylpropanoic acid
Z-Phe-OH
CBZ-L-Phenylalanine

Biological Activity

[Description]:

Z-Phe-OH is a phenylalanine derivative[1].

[Related Catalog]:

Research Areas >> Others

Signaling Pathways >> Others >> Others

[In Vitro]

Amino acids and amino acid derivatives have been commercially used as ergogenic supplements. They influence the secretion of anabolic hormones, supply of fuel during exercise, mental performance during stress related tasks and prevent exercise induced muscle damage. They are recognized to be beneficial as ergogenic dietary substances[1].

[References]

[1]. Luckose F, et al. Effects of amino acid derivatives on physical, mental, and physiological activities. Crit Rev Food Sci Nutr. 2015;55(13):1793-883.

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
511.5±50.0 °C at 760 mmHg

[ Melting Point ]:
85-87 °C(lit.)

[ Molecular Formula ]:
C₁₇H₁₇NO₄

[ Molecular Weight ]:
299.321

[ Flash Point ]:
263.1±30.1 °C

[ Exact Mass ]:
299.115753

[ PSA ]:
75.63000

[ LogP ]:
3.58

[ Vapour Pressure ]:
0.0±1.4 mmHg at 25°C

[ Index of Refraction ]:
1.591

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: AY4343000

CHEMICAL NAME :: Alanine, N-carboxy-3-phenyl-, N-benzyl ester, L-

CAS REGISTRY NUMBER :: 1161-13-3

LAST UPDATED :: 199206

DATA ITEMS CITED :: 4

MOLECULAR FORMULA :: C17-H17-N-O4

MOLECULAR WEIGHT :: 299.35

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Unreported

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 251 mg/kg

TOXIC EFFECTS :: Tumorigenic - active as anti-cancer agent

REFERENCE :: JPMSAE Journal of Pharmaceutical Sciences. (American Pharmaceutical Assoc., 2215 Constitution Ave., NW, Washington, DC 20037) V.50- 1961- Volume(issue)/page/year: 67,1726,1978

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravaginal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 250 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: JPMSAE Journal of Pharmaceutical Sciences. (American Pharmaceutical Assoc., 2215 Constitution Ave., NW, Washington, DC 20037) V.50- 1961- Volume(issue)/page/year: 68,696,1979 ** REPRODUCTIVE DATA **

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intraperitoneal

DOSE :: 280 mg/kg

SEX/DURATION :: female 28 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Fertility - female fertility index (e.g. # females pregnant per # sperm positive females; # females pregnant per # females mated)

REFERENCE :: JPMSAE Journal of Pharmaceutical Sciences. (American Pharmaceutical Assoc., 2215 Constitution Ave., NW, Washington, DC 20037) V.50- 1961- Volume(issue)/page/year: 68,696,1979

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intravaginal

DOSE :: 280 mg/kg

SEX/DURATION :: female 28 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Fertility - female fertility index (e.g. # females pregnant per # sperm positive females; # females pregnant per # females mated)

REFERENCE :: JPMSAE Journal of Pharmaceutical Sciences. (American Pharmaceutical Assoc., 2215 Constitution Ave., NW, Washington, DC 20037) V.50- 1961- Volume(issue)/page/year: 68,696,1979

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
Xn

[ Risk Phrases ]:
R62

[ Safety Phrases ]:
S22-S24/25

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
AY4343000

[ HS Code ]:
2924299090

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2924299090

[ Summary ]:
2924299090. other cyclic amides (including cyclic carbamates) and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

Articles

Effects of metalloendoproteinase inhibitors on secretion and intracellular free calcium in bovine adrenal chromaffin cells.

Biochim. Biophys. Acta 889(1) , 1-5, (1986)

The possible role of metalloendoproteinase in stimulus-secretion coupling in adrenal chromaffin cells was examined using the metalloendoproteinase inhibitors 1,10-phenanthroline and carbobenzoxy-Gly-P...

Mechanism of the binding of Z-L-tryptophan and Z-L-phenylalanine to thermolysin and stromelysin-1 in aqueous solutions.

Biochim. Biophys. Acta 1824(2) , 303-10, (2012)

The chemical shift of the carboxylate carbon of Z-tryptophan is increased from 179.85 to 182.82 ppm and 182.87 ppm on binding to thermolysin and stromelysin-1 respectively. The chemical shift of Z-phe...

Modification of a zinc proteinase from Bacillus mesentericus strain 76 by diethylpyrocarbonate.

Int. J. Pept. Protein Res. 37(4) , 325-30, (1991)

Diethylpyrocarbonate (DEPC) inactivated the neutral zinc proteinase from Bacillus mesentericus strain 76/Bacillus subtilis (MCP 76) by ethoxycarbonylation completely. Exposure of the enzyme to DEPC to...