34078-85-8

Basic information

• Product Name: Z-GLN-OSU
• Synonyms: BENZYLOXYCARBONYL-L-GLUTAMINE N-HYDROXYSUCCINIMIDE ESTER;Z-L-GLUTAMINE N-HYDROXYSUCCINIMIDE ESTER;Z-GLN-OSU;Z-GLUTAMINE-OSU;NALPHA-Benzyloxycarbonyl-L-glutamine N-hydroxysuccinimide ester;N-alpha-Benzyloxycarbonyl-L-glutamine succinimidyl ester;Z-L-Gln-OSu;[(S)-4-Amino-1-[[(2,5-dioxo-1-pyrrolidinyl)oxy]carbonyl]-4-oxobutyl]carbamic acid benzyl ester
• CAS NO: 34078-85-8
• Molecular Formula: C₁₇H₁₉N₃O₇
• Molecular Weight: 377.35
• Product Categories: Amino Acid Derivatives
• Mol File: 34078-85-8.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• Storage Temp.: -15°C
• CAS DataBase Reference: Z-GLN-OSU(CAS DataBase Reference)
• NIST Chemistry Reference: Z-GLN-OSU(34078-85-8)
• EPA Substance Registry System: Z-GLN-OSU(34078-85-8)

Safety Data

• Hazardous Substances Data: 34078-85-8(Hazardous Substances Data)

Usage

Chemical Properties

White powder

Upstream product

• 6066-82-6 1-hydroxy-pyrrolidine-2,5-dione 
• 2650-64-8 Cbz-L-Gln 

Downstream Products

• 156032-10-9 Z-Gln-Lol 
• 127413-74-5 (2S,3aS,7aS)-1-[(R)-4-((S)-2-Benzyloxycarbonylamino-4-carbamoyl-butyrylamino)-4-carboxy-butyryl]-octahydro-indole-2-carboxylic acid 
• 96235-69-7 Z-Gln-Pheol 

Relevant articles and documents

Ynamide-Mediated Thiopeptide Synthesis

Exploration of the full potential of thioamide substitution as a tool in the chemical biology of peptides and proteins has been hampered by insufficient synthetic strategies for the site-specific introduction of a thioamide bond into a peptide backbone. A novel ynamide-mediated two-step strategy for thiopeptide bond formation with readily available monothiocarboxylic acids as thioacyl donors is described. The α-thioacyloxyenamide intermediates formed from the ynamides and monothiocarboxylic acids can be purified, characterized, and stored. The balance between their activity and stability enables them to act as effective thioacylating reagents to afford thiopeptide bonds under mild reaction conditions. Amino acid functional groups such as OH, CONH2, and indole NH groups need not be protected during thiopeptide synthesis. The modular nature of this strategy enables the site-specific incorporation of a thioamide bond into peptide backbones in both solution and the solid phase.

Structure-Activity Study of 5-Substituted 1-Carbobenzoxy-2-iminohydantoins as Potential Anticonvulsant Agents

On the basis of our previous findings, a series of 5-substituted 2-iminohydantoins has been synthesized and tested for anticonvulsant activity to better understand the SAR of 2-iminohydantoins.Among the compounds tested, (S)-(+)-1-carbobenzoxy-2-iminohydantoin analogs with ethyl (6)-, n-propyl (7a)-, isopropyl (8)-, allyl (9)-, and sec-butyl (11)-substituted groups at the C5 of the iminohydanotin ring provided the best activities against the MES test with ED50 values in the range of 52-74 mg/kg.All of the above compounds except 8 also showed activity against the scMET test with ED50 values in the range of 141-223 mg/kg.All significantly active compounds (1, 6, 7a, 8, 9, and 11) possesed aliphatic hydrocarbon side chains of two- to three-carbon lengths at the C5 position.All of the compounds with no or minimal activity had either shorter or longer side chains.The compounds substituted at the C5 position by aryl groups, arylalkyl groups, or alkyl and arylalkyl groups containing heteroatoms also showed no activity against the MES and scMET tests.The results suggested that the C5 side chain with the correct stereochemistry in 2-iminohydantoins provides optimal anticonvulsant activity when the side chains are aliphatic hydrocarbons with a lenght, ignoring branchingg, of two to three carbons.