64205-12-5

Basic information

• Product Name: Z-D-TYR-OH
• Synonyms: N-CARBOBENZOXY-D-TYROSINE;N-ALPHA-CARBOBENZOXY-D-TYROSINE;N-ALPHA-CBZ-D-TYROSINE;N-CBZ-D-TYROSINE;Z-D-TYROSINE;Z-D-TYR-OH;BENZYLOXYCARBONYL-D-TYROSINE;CBZ-D-TYROSINE
• CAS NO: 64205-12-5
• Molecular Formula: C₁₇H₁₇NO₅
• Molecular Weight: 315.32
• Product Categories: Amino Acids;Amino Acids (N-Protected);Biochemistry;Cbz-Amino Acids;Cbz-Amino acid series
• Mol File: 64205-12-5.mol
• Article Data: 4

Chemical Properties

• Melting Point: 99 °C
• Boiling Point: 570.8oC at 760 mmHg
• Flash Point: 299oC
• Appearance: /
• Density: 1.323
• Vapor Pressure: 7.21E-14mmHg at 25°C
• Refractive Index: 1.613
• Storage Temp.: Store at RT.
• Solubility: soluble in Methanol
• PKA: 2.97±0.10(Predicted)
• BRN: 6071009
• CAS DataBase Reference: Z-D-TYR-OH(CAS DataBase Reference)
• NIST Chemistry Reference: Z-D-TYR-OH(64205-12-5)
• EPA Substance Registry System: Z-D-TYR-OH(64205-12-5)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 64205-12-5(Hazardous Substances Data)

Usage

Uses

N-Cbz-D-tyrosine is an N-Cbz-protected form of D-Tyrosine (T899970). D-Tyrosine is an unnatural isomer of L-Tyrosine (T899975) that inhibits metabolic activity of Bacillus subtilis. It is known to exhibit antimetabolic effects on rats as well, inhibiting growth and development. D-Tyrosine is also a chiral precursor to biosynthesized inhibitors that have antiinflammatory effects in humans.

InChI:InChI=1/C17H17NO5/c19-14-8-6-12(7-9-14)10-15(16(20)21)18-17(22)23-11-13-4-2-1-3-5-13/h1-9,15,19H,10-11H2,(H,18,22)(H,20,21)/t15-/m1/s1

Upstream product

• 64-17-5 ethanol 
• 5618-98-4 N-α-benzyloxycarbonyl-DL-tyrosine 
• 556-02-5 tyrosine 
• 75315-63-8 N-(benzyloxycarbonyl)succinimide 

Downstream Products

• 1011469-42-3 C₂₆H₃₃N₃O₆ 
• 10125-12-9 cyclo-D-tyrosyl-L-tyrosine 
• 226699-26-9 (R)-N-benzyloxycarbonyl tyrosinamide 
• 226699-27-0 [(R)-1-Carbamoyl-2-(4-methoxy-phenyl)-ethyl]-carbamic acid benzyl ester 
• 162465-18-1 (S)-2-((R)-3-Amino-2-methyl-propionyloxy)-4-methyl-pentanoic acid (E)-(1S,2R)-1-{(E)-3-[(R)-1-carboxy-2-(4-methoxy-phenyl)-ethylcarbamoyl]-allyl}-2-methyl-4-phenyl-but-3-enyl ester 
• 728944-93-2 (2S,1''S,2''R,1''''R)-1''-[3'''-({1''''-[(tert-butoxy)carbonyl]-2''''-(p-methoxyphenyl)ethyl}carbamoyl)allyl]-2''-methyl-4''-phenylbut-3''-enyl 2-[(3'-{[(tert-butoxy)carbonyl]amino}propionyl)oxy]-4-methylpentanoate 
• 281191-03-5 (2S,2'R,1''S,2''R,1''''R)1''-(3'''-{1''''-[(tert-butoxy)carbonyl]-2''''-p-methoxyphenylethylcarbamoyl}allyl)-2''-methyl-4''-phenylbut-3''-enyl 2-[(3'-{[(tert-butoxy)carbonyl]amino}-2'-methylpropionyl)oxy]-4-methylpentanoate 
• 281191-01-3 (2R,2'E,5'S,6'R,7'E)-tert-butyl 3-(4-methoxyphenyl)-2-({6'-methyl-8'-phenyl-5'-[(triisopropylsilanyl)oxy]octa-2',7'-dienoyl}amino)propionate 
• 281191-02-4 (2R,2'E,5'S,6'R,7'E)-tert-butyl 2-[(5'-hydroxy-6'-methyl-8'-phenylocta-2',7'-dienoyl)amino]-3-(4-methoxyphenyl)propionate 
• 728944-91-0 (R)-tert-butyl 2-{[(benzyloxy)carbonyl]amino}-3-(4-methoxyphenyl)propionate 
• 281190-95-2 (R)-tert-butyl 2-amino-3-(4-methoxyphenyl)propionate 
• 162600-54-6 cryptophycin-24 
• 162473-78-1 desepoxyarenastatin A 
• 155645-51-5 Cryptophycin 4 

Relevant articles and documents

Enantioselective Enzymatic Cleavage of N-Benzyloxycarbonyl Groups

A new enzymatic process for the enantioselective cleavage of N-benzyloxycarbonyl (Cbz) groups from protected amino acids and related compounds has been developed. The Cbz-deprotecting enzyme was isolated from cell extracts of Sphingomonas paucimobilis SC 16113 and purified to homogeneity. The purified protein has a molecular weight of 155,000 daltons and a subunit size of 44,000 daltons.

PAPAIN-ASSISTED RESOLUTION OF NATURAL AND XENOBIOTIC α-AMINO ACIDS

A new and convenient method for the preparation of pure enantiomers of α-amino acids is described.Industrial papain, catalyzes the synthesis of L-Z-amino acid ethyl esters in ethanolic medium, with good yields.These esters are obtained from DL-Z-amino acids with 100percent optical purity.Unreactive D-Z-amino acids are readily isolated from reaction medium.Physical constants of natural and xenobiotic L-Z-amino acid esters and D-Z-amino acids are described.