162599-96-4

Basic information

• Product Name: H-D-Tyr(3-Cl)-OH
• Synonyms: H-D-Tyr(3-Cl)-OH
• CAS NO: 162599-96-4
• Molecular Formula: C₉H₁₀ClNO₃
• Molecular Weight: 215.6336
• Mol File: 162599-96-4.mol

Chemical Properties

• Boiling Point: 388.6±42.0 °C at 760 mmHg
• Flash Point: 188.8±27.9 °C
• Appearance: /
• Density: 1.5±0.1 g/cm3
• Vapor Pressure: 0.0±0.9 mmHg at 25°C
• CAS DataBase Reference: H-D-Tyr(3-Cl)-OH(CAS DataBase Reference)
• NIST Chemistry Reference: H-D-Tyr(3-Cl)-OH(162599-96-4)
• EPA Substance Registry System: H-D-Tyr(3-Cl)-OH(162599-96-4)

Safety Data

• Hazardous Substances Data: 162599-96-4(Hazardous Substances Data)

Usage

Uses

Used in Chemical and Biological Research:
H-D-Tyr(3-Cl)-OH is used as a research compound in the fields of chemistry and biology, where it aids in the study of proteomics and the investigation of protein structures and functions. Its distinctive chemical properties make it a valuable tool for understanding the roles of amino acids in biological systems.
Used as a Marker for Hypochlorous Acid (HOCl) and Myeloperoxidase (MPO) Activity:
In biological systems, H-D-Tyr(3-Cl)-OH is employed as a marker for hypochlorous acid (HOCl) and myeloperoxidase (MPO) activity. These markers are associated with inflammation, aging, and certain diseases, making H-D-Tyr(3-Cl)-OH an important indicator for monitoring and studying these physiological processes.
Synthesis:
Despite its relative complexity, H-D-Tyr(3-Cl)-OH can be effectively synthesized using various chemistry methods, making it accessible for research and potential applications in different scientific disciplines.

InChI:InChI=1S/C9H10ClNO3/c10-6-3-5(1-2-8(6)12)4-7(11)9(13)14/h1-3,7,12H,4,11H2,(H,13,14)/t7-/m0/s1

Upstream product

• 556-02-5 tyrosine 
• 212252-91-0 D-(R)-3-(3-chloro-4-methoxyphenyl)alanine 

Downstream Products

• 212252-91-0 D-(R)-3-(3-chloro-4-methoxyphenyl)alanine 
• 478183-57-2 (2R)-2-[(tert-butoxycarbonyl)amino]-3-(3-chloro-4-hydroxyphenyl)propanoic acid 
• 240428-59-5 N-<(1,1-dimethylethoxy)carbonyl>-2,2-dimethyl-β-alanyl-(2S)-2-hydroxy-4-(methylpentanoyl)-(2E,5S,6R,7E)-5-hydroxy-6-methyl-8-phenyl-2,7-octadienoyl-3-chloro-D-tyrosine 
• 240428-78-8 cyclo<2,2-dimethyl-β-alanyl-(2S)-2-hydroxy-4-(methylpentanoyl)-(2E,5S,6R,7E)-5-hydroxy-6-methyl-8-phenyl-2,7-octadienoyl-3-chloro-D-tyrosyl> 

Relevant articles and documents

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Novel cryptophycin antitumor agents: Synthesis and cytotoxicity of fragment 'B' analogues

A general synthetic approach to novel cryptophycin analogues 6 is described. N-Hydroxysuccinimide active ester 15, a key common intermediate, was converted to β-epoxide 6 in three steps, via initial coupling with unprotected amino acid 9, followed by deprotection/macrolactamization of acyclic precursor 16, and final oxidation of styrene 7 to install the C7-C8 β-epoxide. Cryptophycin styrenes 7 and β-epoxides 6, bearing diverse side chains in fragment 'B', were evaluated for cytotoxic activity, β-Epoxides 6, in general, were significantly more potent than the corresponding α-epoxides 17 and styrenes 7. A benzyl side chain was required for potent activity, with β-epoxide 6u, possessing a 3-Cl,4-(dimethylamino)benzyl moiety, as the most potent cytotoxic agent prepared, with an IC50 = 54 pM, only 2-fold-less than that of Cryptophycin-52 (3).