1164-16-5

Basic information

• Product Name: Z-TYR-OH
• Synonyms: (S)-2-(BENZYLOXYCARBONYLAMINO)-3-(4-HYDROXYPHENYL)PROPANOIC ACID DIHYDRATE;CBZ-L-TYROSINE DIHYDRATE;CBZ-TYR-OH.H2O;N-Benzyloxycarbonyl-L-tyrosine, 99%, may contain up to ca 10% water;Z-L-TYROSINE extrapure for biochemistry;N-Carbobenzyloxy-L-tyrosine, Z-L-Tyrosine;Z-L-tyrosinedehydrate;Z-Tyr-OH315.36
• CAS NO: 1164-16-5
• Molecular Formula: C₁₇H₁₇NO₅
• Molecular Weight: 315.32
• EINECS: 214-609-6
• Product Categories: Z-Amino Acids and Derivatives;Amino Acids;Amino Acids (N-Protected);Biochemistry;Cbz-Amino Acids;Z-Amino acid series;Amino Acid Derivatives
• Mol File: 1164-16-5.mol
• Article Data: 37

Chemical Properties

• Melting Point: 57-60 °C(lit.)
• Boiling Point: 454.88°C (rough estimate)
• Flash Point: 299 °C
• Appearance: /
• Density: 1.1781 (rough estimate)
• Vapor Pressure: 7.21E-14mmHg at 25°C
• Refractive Index: 10.0 ° (C=1, AcOH)
• Storage Temp.: −20°C
• Solubility: Acetic Acid (Sparingly), DMSO (Slightly), Methanol (Sparingly)
• PKA: 2.97±0.10(Predicted)
• Water Solubility: 1.53g/L(25 oC)
• BRN: 2169918
• CAS DataBase Reference: Z-TYR-OH(CAS DataBase Reference)
• NIST Chemistry Reference: Z-TYR-OH(1164-16-5)
• EPA Substance Registry System: Z-TYR-OH(1164-16-5)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 22-24/25-36-26-45-36/37/39
• WGK Germany: 3
• Hazardous Substances Data: 1164-16-5(Hazardous Substances Data)

Usage

Description

Z-TYR-OH, also known as N-Cbz-L-tyrosine, is an N-Cbz-protected form of L-Tyrosine, an essential amino acid. It exhibits in vitro antioxidant and antiradical activities and is used as a precursor for the synthesis of catecholamines, proteins, and thyroid hormones. Z-TYR-OH is a beige powder in appearance.

Uses

Used in Pharmaceutical Industry:
Z-TYR-OH is used as a precursor for the synthesis of catecholamines, such as Norepinephrine HCl, which play a crucial role in the regulation of various physiological processes, including the central nervous system, cardiovascular system, and stress response.
Used in Cosmetic Industry:
Z-TYR-OH is used as an antioxidant and antiradical agent in cosmetic formulations to protect the skin from oxidative stress and environmental damage, promoting skin health and appearance.
Used in Food and Nutrition Industry:
Z-TYR-OH is used as a nutritional supplement to support the synthesis of proteins and thyroid hormones, which are essential for maintaining overall health and well-being.

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)/p-1/t15-/m0/s1

Upstream product

• 16679-94-0 N-[(phenylmethoxy)carbonyl]-L-tyrosine 
• 60-18-4 L-tyrosine 
• 501-53-1 benzyl chloroformate 
• 3655-05-8 tert-butoxycarbonylglycine p-nitrophenylester 
• 50903-47-4 perfluorophenyl 2-((tert-butoxycarbonyl)amino)acetate 
• 3556-56-7 4-nitrophenyl N-[(benzyloxy)carbonyl]-L-tyrosinate 
• 13512-31-7 N-(benzyloxycarbonyl)-L-tyrosine methyl ester 
• 5545-54-0 N-(benzyloxycarbonyl)-O-(1,1-dimethylethyl)-L-tyrosine 
• 988-70-5 Z-Tyr-Glu 
• 91285-91-5 benzyl 2-thioxobenzo[d]oxazol-3(2H)-carboxylate 
• 40829-66-1 (S)-2-(benzyloxycarbonylamino)-3-(4-hydroxyphenyl)-1-propanol 
• 77300-65-3 (S)-1,8-Dioxo-2-aza-spiro[4.5]deca-6,9-diene-2,3-dicarboxylic acid dibenzyl ester 
• 29713-96-0 N,O-bis-(benzyloxycarbonyl)-L-tyrosine 
• 63842-04-6 sodium benzyloxycarbonyl thiosulfate 

Downstream Products

• 3556-56-7 4-nitrophenyl N-[(benzyloxy)carbonyl]-L-tyrosinate 
• 27482-73-1 ZTyrIleOMe 
• 34695-67-5 Z-Tyr-Gly-Gly-OEt 
• 15364-45-1 N-(N-benzyloxycarbonyl-L-tyrosyl)-L-serine methyl ester 
• 41888-91-9 N-CBZ-L-tyrosylglycine ethyl ester 
• 18689-47-9 Z-L-Tyr-L-Phe-OMe 
• 17445-49-7 N-Carbobenzoxytyrosyl-S-benzylcysteine methyl ester 
• 106504-64-7 N-Carbobenzoxytyrosyl-S-benzylcysteine ethyl ester 
• 18706-82-6 N-Benzyloxycarbonyl-O-ethoxycarbonyl-L-tyrosin 
• 16879-86-0 N-Benzyloxycarbonyl-L-tyrosin-(4-nitro-benzylester) 
• 16881-33-7 (S)-tert-butyl 2-(((benzyloxy)carbonyl)amino)-3-(4-hydroxyphenyl)propanoate hydrate 
• 4727-00-8 O-t-Butyl-L-tyrosine 
• 17083-17-9 O-(1,1-dimethylethyl)-N-[(phenylmethoxy)carbonyl]-L-tyrosine 1,1-dimethylethyl ester 
• 60669-97-8 C₂₂H₂₂N₂O₇ 

Relevant articles and documents

Synthesis of 6-Dimethylamino-9-[3'-(O-Methyl) (2S)-[UL-14C]Tyrosinylamino)-3'-Deoxy-β-D- ribofuranosyl] purine

In order to investigate and further refine the mechanism of the unique cleavage activity of the 18 amino acid 2A region of the foot-and-mouth-disease virus (FMDV), the synthesis of 14C-labelled puromycin is required. Puromycin is an inhibitor of protein synthesis and is an analogue of the terminal aminoacyl-adenosine portion of aminoacyl-tRNA. A short and expedient four step synthesis of 6-dimethylamino-9-[3'-(O-methyl) (2S)-[UL-14C]tyrosinylamino)-3'-deoxy-β-D-ribofuranos purine (14C-labelled puromycin) starting from (2S)-[UL-14C]-tyrosine is therefore described.

Synthesis of Water-Soluble Chiral DOTA Lanthanide Complexes with Predominantly Twisted Square Antiprism Isomers and Circularly Polarized Luminescence

One-step cyclization of a tetraazamacrocycle 5 with 70% yield in a 25-g scale was performed. Its chiral DOTA derivatives, L4, has ?93% of TSAP coordination isomer in its Eu(III) and Yb(III) complexes in aqueous solution. [GdL4]5- exhibits a high relaxivity, making it a promising and efficient MRI contrast agent. High luminescence dissymmetry factor (glum) values of 0.285 (ΔJ = 1) for [TbL3]- and 0.241 (ΔJ = 1) for [TbL4]5- in buffer solutions were recorded.

CHIRAL CYCLEN COMPOUNDS AND THEIR USES

The present invention relates to the preparation of a series of chiral DOTA, D03A, D02A, DO1A, cyclen and their metal complexes, which display properties superior to those of previous DOTA- based compounds, and hence are potentially valuable as a platform for diagnostic applications. The chiral DOTAs reveal a high abundance of twisted square antiprism (TSA) geometry favoring them to be used as potential MRI contrast agents, whereas their rapid labelling properties at mild conditions make them excellent candidates for use as radiometal chelators.