CAS 1148-11-4|Z-Pro-OH

Introduction:Basic information about CAS 1148-11-4|Z-Pro-OH, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameZ-Pro-OH
CAS Number1148-11-4Molecular Weight249.262
Density1.3±0.1 g/cm3Boiling Point432.3±45.0 °C at 760 mmHg
Molecular FormulaC13H15NO4Melting Point76-78ºC
MSDSChineseUSAFlash Point215.3±28.7 °C

Names

Name(2S)-1-phenylmethoxycarbonylpyrrolidine-2-carboxylic acid
SynonymMore Synonyms

Z-Pro-OH BiologicalActivity

DescriptionCarbobenzoxyproline (L-Cbz-Proline) is an inhibitor of prolidase. Carbobenzoxyproline can be used for prolidase deficiency (PD) research[1].
Related CatalogResearch Areas >>OthersSignaling Pathways >>Others >>Others
In VitroCarbobenzoxyproline (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 VivoCarbobenzoxyproline (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

Density1.3±0.1 g/cm3
Boiling Point432.3±45.0 °C at 760 mmHg
Melting Point76-78ºC
Molecular FormulaC13H15NO4
Molecular Weight249.262
Flash Point215.3±28.7 °C
Exact Mass249.100113
PSA66.84000
LogP1.17
Vapour Pressure0.0±1.1 mmHg at 25°C
Index of Refraction1.582
InChIKeyJXGVXCZADZNAMJ-NSHDSACASA-N
SMILESO=C(O)C1CCCN1C(=O)OCc1ccccc1
Storage condition2~8°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 EquipmentEyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Hazard CodesXn
Risk PhrasesR62
Safety PhrasesS24/25
RIDADRNONH for all modes of transport
WGK Germany3
RTECSUY0745000
HS Code2933990090

Customs

HS Code2933990090
Summary2933990090. 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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