1155-62-0

Basic information

• Product Name: N-Cbz-L-glutamic acid
• Synonyms: n-[(phenylmethoxy)carbonyl]-l-glutamicaci;Z-L-GLUTAMIC ACID extrapure;N-(Carbobenzyloxy)-L-glutamic acid, Z-L-Glutamic acid;(2S)-2-(Phenylmethoxycarbonylamino)pentanedioic acid;N-(Benzyloxycarbonyl)glutamic acid;N-BENZYLOXYCARBONYL-L-GLUTAMIC ACID 99%;(2S)-2-(Benzyloxycarbonylamino)glutaric acid;(S)-2-(Benzyloxycarbonylamino)-3-(carboxymethyl)propionic acid
• CAS NO: 1155-62-0
• Molecular Formula: C₁₃H₁₅NO₆
• Molecular Weight: 281.26
• EINECS: 214-584-1
• Product Categories: Z-Amino Acids and Derivatives;Amino Acids;Amino Acids (N-Protected);Biochemistry;Cbz-Amino Acids;Chiral Compounds;Z-Amino acid series;Amino Acids & Derivatives;Aromatics;Inhibitors;Intermediates & Fine Chemicals;Pharmaceuticals;Protected Amino Acids;Amino Acid Derivatives;PROTECTED AMINO ACID & PEPTIDES;Glutamic acid [Glu, E]
• Mol File: 1155-62-0.mol
• Article Data: 40

Chemical Properties

• Melting Point: 115-117 °C(lit.)
• Boiling Point: 423.93°C (rough estimate)
• Flash Point: 273.8 °C
• Appearance: off-white solid
• Density: 1.2801 (rough estimate)
• Vapor Pressure: 5.03E-12mmHg at 25°C
• Refractive Index: -7.5 ° (C=8, AcOH)
• Storage Temp.: −20°C
• Solubility: DMF, Methanol
• PKA: 3.81±0.10(Predicted)
• BRN: 2061272
• CAS DataBase Reference: N-Cbz-L-glutamic acid(CAS DataBase Reference)
• NIST Chemistry Reference: N-Cbz-L-glutamic acid(1155-62-0)
• EPA Substance Registry System: N-Cbz-L-glutamic acid(1155-62-0)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 22-24/25-36-26
• WGK Germany: 3
• TSCA: Yes
• HazardClass: IRRITANT
• Hazardous Substances Data: 1155-62-0(Hazardous Substances Data)

Usage

Chemical Properties

Off-White Solid

Uses

Different sources of media describe the Uses of 1155-62-0 differently. You can refer to the following data:
1. N-Cbz-L-glutamic acid is used for the synthesis.
2. Used for the synthesis of carboxyalkyl peptides as inhibitors of angiotensin-converting enzyme of human blood serum.

InChI:InChI=1/C13H15NO6/c15-11(16)7-6-10(12(17)18)14-13(19)20-8-9-4-2-1-3-5-9/h1-5,10H,6-8H2,(H,14,19)(H,15,16)(H,17,18)/t10-/m1/s1

Upstream product

• 145080-95-1 (S)-(-)-2-isocyanatoglutaric acid diethyl ester 
• 100-51-6 benzyl alcohol 
• 1634-89-5 Z-(S)-Glu-Gly 
• 89714-94-3 acetic acid-[(25R)-5α-spirosta-7,9(11)-dien-3β-yl ester 
• 4587-40-0 N-(N-benzyloxycarbonyl-α-L-glutamyl)-glycine ethyl ester 
• 908571-04-0 N-[N-(N-benzyloxycarbonyl-α-L-glutamyl)-glycyl]-glycine 
• 5672-83-3 Z-L-GluOMe 
• 1155-62-0 N-benzyloxycarbonyl-DL-glutamic acid 
• 2650-64-8 Cbz-L-Gln 
• 15231-21-7 (S)-2-((phenylmethoxycarbonyl)amino)-4-cyanobutanoic acid 
• 56-86-0 L-glutamic acid 
• 204922-65-6 2-Benzyloxycarbonylamino-4-nitro-pentanedioic acid dimethyl ester 
• 617-65-2 Glutamic acid 
• 501-53-1 benzyl chloroformate 

Downstream Products

• 103156-77-0 Cbz-L-Glu(OBzl)-OBzl 
• 22885-74-1 N,N'(N-benzyloxycarbonyl-glutamoyl)-bis-glycine diethyl ester 
• 16881-41-7 di-tert-butyl N-Cbz-L-glutamate 
• 95063-62-0 (S)-4-Benzyloxycarbonylamino-5-oxo-5-piperidin-1-yl-pentanoic acid tert-butyl ester 
• 95063-63-1 (S)-2-Benzyloxycarbonylamino-5-oxo-5-piperidin-1-yl-pentanoic acid tert-butyl ester 
• 110766-25-1 N¹,N⁵-didodecyl-N²-benzyloxycarbonyl-L-glutamide 
• 125134-29-4 (R)-5-Oxo-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-tert-butyl ester 
• 95063-75-5 (S)-4-Benzyloxycarbonylamino-4-isobutylcarbamoyl-butyric acid tert-butyl ester 
• 95063-76-6 (S)-2-Benzyloxycarbonylamino-4-isobutylcarbamoyl-butyric acid tert-butyl ester 
• 95063-48-2 (S)-4-Benzyloxycarbonylamino-4-isobutylcarbamoyl-butyric acid 
• 95063-49-3 (S)-2-Benzyloxycarbonylamino-4-isobutylcarbamoyl-butyric acid 
• 4652-65-7 (S)-2-Benzyloxycarbonylamino-pentanedioic acid 5-methyl ester 
• 5672-83-3 Z-L-GluOMe 
• 64153-27-1 N'-benzyl-N-benzyloxycarbonyl-L-glutamine 

Relevant articles and documents

Effect of freezing on the enzymatic coupling of specific amino acid-containing peptide fragments

The effect of freezing on the enzymatic coupling of highly specific amino acid-containing peptide fragments was investigated using trypsin, α-chymotrypsin, and Bacillus licheniformis Glu-specific endopeptidase as biocatalysts. Comparison with reactions at normal temperature indicates that freezing efficiently represses the cleavage of specific peptide bonds independent of their individual localisation and specificity achieving irreversible and efficient peptide bond formation without proteolytic side reactions. Copyright (C) 2000 Elsevier Science Ltd.

PROCESSES FOR PREPARATION OF (S)-TERT-BUTYL 4,5-DIAMINO-5-OXOPENTANOATE

Provided are processes for the preparation of (S)-tert-butyl 4,5-diamino-5-oxopentanoate, or a salt, solvate, hydrate, enantiomer, mixture of enantiomers, or isotopologue thereof. Also provided are solid forms of various intermediates and products obtained from the processes.

Synthesis of fully protected (2R,3R,4S)-4-amino-7-guanidino-2,3-dihydroxy heptanoic acid

(2R,3R,4S)-4-Amino-7-guanidino-2,3-dihydroxyheptanoic acid (AGDHE), a common constituent of biologically active marine peptides, callipeltin A (1) and neamphamide A, was synthesized as its orthogonally protected derivative from L-glutamic acid in 15 steps. Guanidination by the Mitsunobu condition and osmium-catalyzed dihydroxylation of the corresponding Z-olefin were employed as the key steps.