Basic information
- CAS
14997-58-1- Standard SMILES
O=C(N[C@@H](Cc1cnc[nH]1)C(=O)O)OCc1ccccc1- InChIKey
WCOJOHPAKJFUDF-LBPRGKRZSA-N- Molecular formula
- C14H15N3O4
- Average molar mass
- 289.29 g/mol
- Monoisotopic mass
- 289.10625597
Names & identifiers
- Preferred name
- N-((Phenylmethoxy)carbonyl)-L-histidine
- IUPAC
- (2S)-3-(1H-imidazol-5-yl)-2-(phenylmethoxycarbonylamino)propanoic acid
- English name
- N-Cbz-L-histidine
- Molecular formula
- C14H15N3O4
- Molecular weight
- 289.29
Names & synonyms
14997-58-1DTXSID501280353N-((Phenylmethoxy)carbonyl)-L-histidineN-[(Phenylmethoxy)carbonyl]-L-histidineRefChem:1090730DTXCID701711100Z-His-OHN-Cbz-L-histidineCbz-His-OHNalpha-Cbz-L-histidineL-Histidine, N-[(phenylmethoxy)carbonyl]-MFCD00065960
Show more names
Z-HISCbz-HisNα-Carbobenzoxy-L-histidineZ-L-HisZ-L-His-OHZ-HISTIDINECBZ-L-HIS-OHZ-L-HISTIDINE
CBZ-histidineNalpha-Carbobenzoxy-L-histidine(2S)-3-(1H-imidazol-5-yl)-2-(phenylmethoxycarbonylamino)propanoic acidbenzyloxycarbonyl-L-histidineZ-His-OH, 99%SCHEMBL254638SCHEMBL9230979((Benzyloxy)carbonyl)-L-histidine
Database identifiers
- CAS
14997-58-1- PubChem CID
- 736313
- DTXSID
DTXSID501280353- EC Number
- 239-084-0
- Nikkaji
- J26.598E
Properties
Computed structural properties
- XLogP
- 1.2
- Topological polar surface area
- 104 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 7
- Heavy atoms
- 21
- Formal charge
- 0
- Complexity
- 358
Physicochemical properties
- Melting point
- 168 °C · 168 °C (dec.)(lit.)
- alpha
- -24 · -24 º (c=1 in 6 M HCl)
- Boiling point
- 616.7 · 616.7±55.0 °C(Predicted)
- Density
- 1.368 · 1.368±0.06 g/cm3(Predicted)
- refractive index
- -23.5 ° · -23.5 ° (C=6, 6mol/L HCl)
- storage temp.
- 2 · Sealed in dry,2-8°C
- solubility
- Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
- pka
- 3.35 · 3.35±0.10(Predicted)
- form
- powder to crystal
- color
- White to Almost white
- optical activity
- 20 · [α]20/D 24°, c = 1% in 6 M HCl
- Water Solubility
- almost transparency
- BRN
- 3561682 · 3561682
- Major Application
- peptide synthesis
- InChI
- 1S/C14H15N3O4/c18-13(19)12(6-11-7-15-9-16-11)17-14(20)21-8-10-4-2-1-3-5-10/h1-5,7,9,12H,6,8H2,(H,15,16)(H,17,20)(H,18,19)/t12-/m0/s1
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- hs_code
- 29332900
- risk_code
- 20/21/22-36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xn
- safety_code
- 22-24/25-36-26
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302-H315-H319-H335
- Precautionary statements
- P261-P301+P312-P302+P352-P304+P340-P305+P351+P338
Chemistry & industry
Applications
UsesNα-Cbz-L-histidine is an N-Cbz-protected form of L-Histidine (H456010). L-Histidine is an essential amino acid that plays an important role in mitochondrial glutamine transport and has potential of abolishing oxidative stress caused by brain edema.L-Histidine promotes zinc uptake in human erythrocyes and also has potential as an antioxidant therapy for acute mammary inflammation in cattle.
Upstream & downstream products
Upstream raw materials
Suppliers100 total
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
上海凌富药物研究有限公司+86(21)5895 0110 19945755304 · [email protected]
江苏生康迈翔科技有限公司18217475093 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
苏州启航生物科技有限公司18151111370 · [email protected]
上海腾准生物科技有限公司
Related reactions
2 records
Compound notes
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