Z-Pro-OH

Modify Date: 2024-01-02 17:53:57

Z-Pro-OH Structure
Z-Pro-OH structure
Common Name Z-Pro-OH
CAS Number 1148-11-4 Molecular Weight 249.262
Density 1.3±0.1 g/cm3 Boiling Point 432.3±45.0 °C at 760 mmHg
Molecular Formula C13H15NO4 Melting Point 76-78ºC
MSDS Chinese USA Flash Point 215.3±28.7 °C

 Use of Z-Pro-OH


Carbobenzoxyproline (L-Cbz-Proline) is an inhibitor of prolidase. Carbobenzoxyproline can be used for prolidase deficiency (PD) research[1].

 Names

Name (2S)-1-phenylmethoxycarbonylpyrrolidine-2-carboxylic acid
Synonym More Synonyms

 Z-Pro-OH Biological Activity

Description Carbobenzoxyproline (L-Cbz-Proline) is an inhibitor of prolidase. Carbobenzoxyproline can be used for prolidase deficiency (PD) research[1].
Related Catalog
In Vitro Carbobenzoxyproline (6 mM; 0-10 d; pH=6.0) causes mitochondrial depolarization and increases cellular death by 33% as reported for long-term culture of fibroblasts from prolidase deficiency (PD) patients[1]. Carbobenzoxyproline (0, 1, 3, 6 mM; 1 min; pH=6.0) results fibroblasts prolidase (FBP) hydrolysis, shows linear competitive inhibition[1].
In Vivo Carbobenzoxyproline (60 mg/kg; injection; once daily; 3 weeks) serves as in vivo inhibitor of erythrocytes prolidase in mice model[1]. Animal Model: C57Bl/6J mice (4-week-old)[1] Dosage: 60 mg/kg Administration: Injection; once daily for 3 weeks Result: Resulted significant reduction of erythrocytes prolidase activity.

 Chemical & Physical Properties

Density 1.3±0.1 g/cm3
Boiling Point 432.3±45.0 °C at 760 mmHg
Melting Point 76-78ºC
Molecular Formula C13H15NO4
Molecular Weight 249.262
Flash Point 215.3±28.7 °C
Exact Mass 249.100113
PSA 66.84000
LogP 1.17
Vapour Pressure 0.0±1.1 mmHg at 25°C
Index of Refraction 1.582
Storage condition 2~8°C

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
UY0745000
CHEMICAL NAME :
1,2-Pyrrolidinedicarboxylic acid, 1-benzyl ester, L-
CAS REGISTRY NUMBER :
1148-11-4
LAST UPDATED :
199406
DATA ITEMS CITED :
3
MOLECULAR FORMULA :
C13-H15-N-O4
MOLECULAR WEIGHT :
249.29

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravaginal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>1 gm/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 ug/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 S24/25
RIDADR NONH for all modes of transport
WGK Germany 3
RTECS UY0745000
HS Code 2933990090

 Synthetic Route

 Customs

HS Code 2933990090
Summary 2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

 Articles5

More Articles
Prolidase is required for early trafficking events during influenza A virus entry.

J. Virol. 88(19) , 11271-83, (2014)

Influenza A virus (IAV) entry is a multistep process that requires the interaction of the virus with numerous host factors. In this study, we demonstrate that prolidase (PEPD) is a cellular factor req...

N-benzyloxycarbonyl-L-proline: an in vitro and in vivo inhibitor of prolidase.

Biochim. Biophys. Acta 1744(2) , 157-63, (2005)

Prolidase deficiency (PD) is a recessive disorder of the connective tissue caused by mutations in the prolidase, a specific peptidase, cleaving the dipeptides with a C-terminal prolyl and hydroxyproly...

Proline prodrug of melphalan targeted to prolidase, a prodrug activating enzyme overexpressed in melanoma.

Pharm. Res. 24(7) , 1290-8, (2007)

To determine the bioactivation and uptake of prolidase-targeted proline prodrugs of melphalan in six cancer cell lines with variable prolidase expression and to evaluate prolidase-dependence of prodru...

 Synonyms

(S)-N-(benzyloxycarbonyl)-proline
Cbz-L-proline
1,2-Pyrrolidinedicarboxylic acid, 1-benzyl ester, L-
EINECS 214-557-4
(S)-1-(benzyloxycarbonyl)-pyrrolidine-2-carboxylic acid
(S)-N-CBZ-pyrrolidine-2-carboxylic acid
N-Benzyloxycarbonyl-L-proline
N-Carbobenzyloxy-L-proline
(2S)-1-[(Phenylmethoxy)carbonyl]pyrrolidine-2-carboxylic acid
Carbobenzyloxy-L-proline
MFCD00003170
1,2-Pyrrolidinedicarboxylic acid, 1-(phenylmethyl) ester, (2S)-
N-Carbobenzoxy-L-proline
(S)-1-carbobenzoxypyrrolidine-2-carboxylic acid
MFCD00020830
1,2-Pyrrolidinedicarboxylic acid, 1-(phenylmethyl) ester, (S)-
Carbobenzoxy-L-proline
1-[(Benzyloxy)carbonyl]-L-proline
N-Cbz-L-proline
N-benzyloxycarbonyl-(S)-proline
(2S)-1-Phenylmethoxycarbonylpyrrolidine-2-carboxylicacid
Z-L-Proline
1,2-Pyrrolidinedicarboxylic acid, 1-(phenylmethyl) ester, (S)- (9CI)
Z-Pro-OH
N-[(phenyl-methoxy)carbonyl]-L-proline
Benzyloxycarbonyl-L-proline
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