Basic information
- Standard SMILES
NC(=O)CC[C@H](NC(=O)OCc1ccccc1)C(=O)O- InChIKey
JIMLDJNLXLMGLX-JTQLQIEISA-N- Molecular formula
- C13H16N2O5
- Average molar mass
- 280.28 g/mol
- Monoisotopic mass
- 280.10592161
Names & identifiers
- Preferred name
- L-Glutamine, N2-[(phenylmethoxy)carbonyl]-
- IUPAC
- (2S)-5-amino-5-oxo-2-(phenylmethoxycarbonylamino)pentanoic acid
- English name
- N-Carbobenzyloxy-L-glutamine
- Molecular formula
- C13H16N2O5
- Molecular weight
- 280.28
Names & synonyms
2650-64-8N-Carbobenzoxy-L-glutamineBenzyloxycarbonyl-L-glutamineL-Glutamine, N2-[(phenylmethoxy)carbonyl]-Carbobenzoxy-L-glutamine(Benzyloxycarbonyl)glutamineN2-Carbobenzoxy-L-glutamineN2-Benzyloxycarbonyl-L-glutamineN(2)-Benzoxycarbonyl-L-glutamineGlutamine, N-(benzyloxy)carbonyl-NSC 186903Glutamine, N2-carboxy-, N2-benzyl ester, L-
Show more names
Z-GLN-OHZ-GLNCBZ-GLNCBZ-L-GLNCBZ-GLN-OHZ-GLUTAMINECBZ-glutamineZ-L-GLUTAMINECBZ-L-GLUTAMINE
Nalpha-Benzyloxycarbonyl-L-glutamineEINECS 220-173-8N(alpha)-Benzyloxycarbonyl-L-glutamineN2-[(phenylmethoxy)carbonyl]-L-glutamineL-Glutamine, N2-((phenylmethoxy)carbonyl)-DTXSID50883880N2-((Phenylmethoxy)carbonyl)-L-glutamineRefChem:796332
Database identifiers
- CAS
2650-64-8- PubChem CID
- 75855
- DTXSID
DTXSID50883880- UNII
- 9YP8EM9G6Z
- EC Number
- 220-173-8
- Nikkaji
- J80.537H
Properties
Computed structural properties
- XLogP
- 0.3
- Topological polar surface area
- 119 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 8
- Heavy atoms
- 20
- Formal charge
- 0
- Complexity
- 353
Physicochemical properties
- Melting point
- 134 · 134-138 °C(lit.)
- alpha
- -7 · -7 º (c=2, EtOH)
- Boiling point
- 423 °C · 423°C (rough estimate)
- Density
- 1.2419 · 1.2419 (rough estimate)
- refractive index
- 1.645 · 1.6450 (estimate)
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- DMSO, Ethanol, Methanol
- form
- Solid
- pka
- 3.82 · 3.82±0.10(Predicted)
- color
- White
- optical activity
- 23 · [α]23/D 7.3°, c = 2 in ethanol
- BRN
- 2061271 · 2061271
- Major Application
- peptide synthesis
- InChI
- 1S/C13H16N2O5/c14-11(16)7-6-10(12(17)18)15-13(19)20-8-9-4-2-1-3-5-9/h1-5,10H,6-8H2,(H2,14,16)(H,15,19)(H,17,18)/t10-/m0/s1
- InChIKey
- JIMLDJNLXLMGLX-JTQLQIEISA-N
- SMILES
- NC(=O)CC[C@H](NC(=O)OCc1ccccc1)C(O)=O
- CAS DataBase Reference
- 2650 · 2650-64-8(CAS DataBase Reference)
- EPA Substance Registry System
- 2 · L-Glutamine, N2-[(phenylmethoxy)carbonyl]- (2650-64-8)
- UNSPSC Code
- 12352209 · 12352209
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 317 · H317-H319
- Precautionary statements
- 280 · P280-P305+P351+P338
- PPE
- 95 · Eyeshields, Gloves, type N95 (US)
- Safety Statements
- 24 · 24/25
- WGK Germany
- 3 · 3
- TSCA
- TSCA listed
- HazardClass
- IRRITANT
- HS Code
- 29242990 · 29242990
- Storage Class
- 11 · 11 - Combustible Solids
- REACH Registrations
- Active
Safety & regulation
GHS classification
GHS ClassificationNot Classified
Hazard information
Regulatory InformationL-Glutamine, N2-(phenylmethoxy)carbonyl-: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and CategoriesNot Classified
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- tsca
- TSCA listed
- hs_code
- 29242990
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- safety_code
- 24/25
- hazard_class
- IRRITANT
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H317-H319
- REACH Registrations
- Active
- Precautionary statements
- P280-P305+P351+P338
Chemistry & industry
Uses & manufacturing
General Manufacturing InformationL-Glutamine, N2-[(phenylmethoxy)carbonyl]-: INACTIVE
Applications
UsesN-Carbobenzyloxy-L-glutamine has use an anti-ulcer agent. Also an inhibitor for AHAS (Acetohydroxy Acid Synthase) an important enzyme which will affect how benign an environmental herbicid e is. Also used in the synthesis of neomycin B, an important HIV antiviral agent.
UsesN2-[(Phenylmethoxy)carbonyl]-L-glutamine has use an anti-ulcer agent. Also an inhibitor for AHAS (Acetohydroxy Acid Synthase) an important enzyme which will affect how benign an environmental herbicide is. Also used in the synthesis of neomycin B, an important HIV antiviral agent.
Upstream & downstream products
Upstream raw materials
Downstream products
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Related reactions
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