28607-46-7

Basic information

• Product Name: H-D-PHE-OBZL P-TOSYLATE
• Synonyms: D-PHENYLALANINE-OBZL P-TOSYLATE;D-PHENYLALANINE BENZYL ESTER 4-TOLUENESULFONATE SALT;D-PHENYLALANINE BENZYL ESTER P-TOLUENESULFONATE SALT;D-PHENYLALANINE BENZYL ESTER P-TOSYLATE;D-PHENYLALANINE BENZYL ESTER TOSYLATE;H-D-PHE-OBZL P-TOSYLATE;H-D-PHE-OBZL TOS;H-D-PHE-OBZL TOS-OH
• CAS NO: 28607-46-7
• Molecular Formula: C₇H₈O₃S*C₁₆H₁₇NO₂
• Molecular Weight: 427.51
• Product Categories: Amino Acid Derivatives;Amino Acids;Amino Acids and Derivatives;Amino Acid Benzyl Esters;Amino Acids (C-Protected);Biochemistry
• Mol File: 28607-46-7.mol
• Article Data: 2

Chemical Properties

• Melting Point: 169 °C
• Boiling Point: 382.8 °C at 760 mmHg
• Flash Point: 220.4 °C
• Appearance: /Solid
• Vapor Pressure: 4.62E-06mmHg at 25°C
• Refractive Index: 6 ° (C=2, MeOH)
• Storage Temp.: Store at RT.
• Solubility: soluble in Methanol
• CAS DataBase Reference: H-D-PHE-OBZL P-TOSYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: H-D-PHE-OBZL P-TOSYLATE(28607-46-7)
• EPA Substance Registry System: H-D-PHE-OBZL P-TOSYLATE(28607-46-7)

Safety Data

• Hazardous Substances Data: 28607-46-7(Hazardous Substances Data)

Usage

General Description

H-D-PHE-OBZL P-TOSYLATE, also known as N-Benzyloxycarbonyl-L-phenylalanine p-toluenesulfonate, is a chemical compound that is used in the synthesis of peptides and proteins. It is a tosylate derivative of H-D-Phe-OBzl, an N-benzyloxycarbonyl derivative of D-phenylalanine, which is an essential amino acid. The tosylate group provides a protecting group for the carboxylic acid function of the phenylalanine residue, allowing for selective deprotection and further manipulation of the molecule during peptide synthesis. H-D-PHE-OBZL P-TOSYLATE is commonly used in organic and medicinal chemistry research for the production of various peptide-based compounds and pharmaceuticals.

InChI:InChI=1/C16H17NO2.C7H8O3S/c17-15(11-13-7-3-1-4-8-13)16(18)19-12-14-9-5-2-6-10-14;1-6-2-4-7(5-3-6)11(8,9)10/h1-10,15H,11-12,17H2;2-5H,1H3,(H,8,9,10)/t15-;/m1./s1

Upstream product

• 673-06-3 D-(R)-phenylalanine 
• 104-15-4 toluene-4-sulfonic acid 
• 100-51-6 benzyl alcohol 

Downstream Products

• 139300-61-1 Boc-Pro-D-Phe-OBzl 
• 93397-22-9 Boc-L-Phe-D-Phe-OH 
• 478182-50-2 (R)-N-(N-(benzyloxycarbonyl)sulfamoyl)phenylalanine benzyl ester 
• 267876-97-1 Fmoc-Ala-Pro-D-Phe-OBn 
• 193810-34-3 (R)-2-(Biphenyl-4-sulfonylamino)-3-phenyl-propionic acid benzyl ester 

Relevant articles and documents

Mortiamides A-D, Cyclic Heptapeptides from a Novel Mortierella sp. Obtained from Frobisher Bay

Four new cyclic heptapeptides, mortiamides A-D (1-4), were obtained from a novel Mortierella sp. isolate obtained from marine sediment collected from the intertidal zone of Frobisher Bay, Nunavut, Canada. The structures of the compounds were elucidated by NMR spectroscopy and tandem mass spectrometry. The absolute configurations of the amino acids were determined using Marfey's method. Localization of l and d amino acids within each compound was ascertained by retention time comparison of the partial hydrosylate products of each compound to synthesized dipeptide standards using LC-HRMS. Compounds 1-4 did not exhibit any significant antimicrobial or cytotoxic activity.