47689-67-8

Basic information

• Product Name: Boc-O-(2-bromo-Cbz)-L-Tyrosine
• Synonyms: n-[(1,1-dimethylethoxy)carbonyl]-l-tyrosin(2-bromophenyl)methylcarbonate;BOC-(2-BROMO-Z)-L-TYROSINE;BOC-L-TYR(BR-Z);BOC-L-TYR(2-BR-Z)-OH;BOC-L-TYROSINE(2-BROMOCBZ);BOC-O-(2-BROMO-Z)-L-TYROSINE;BOC-O-(2-BROMOBENZYLOXYCARBONYL)-L-TYROSINE;BOC-O-(2-BROMO-CBZ)-L-TYROSINE
• CAS NO: 47689-67-8
• Molecular Formula: C₂₂H₂₄BrNO₇
• Molecular Weight: 494.33
• Product Categories: Amino Acid Derivatives;Amino Acids;Boc-Amino Acids and Derivative;Boc-Amino acid series
• Mol File: 47689-67-8.mol
• Article Data: 2

Chemical Properties

• Melting Point: 112-115 °C
• Boiling Point: 634.9 °C at 760 mmHg
• Flash Point: 337.8 °C
• Appearance: /
• Density: 1.414 g/cm³
• Vapor Pressure: 5.41E-17mmHg at 25°C
• Refractive Index: 1.576
• Storage Temp.: 2-8°C
• CAS DataBase Reference: Boc-O-(2-bromo-Cbz)-L-Tyrosine(CAS DataBase Reference)
• NIST Chemistry Reference: Boc-O-(2-bromo-Cbz)-L-Tyrosine(47689-67-8)
• EPA Substance Registry System: Boc-O-(2-bromo-Cbz)-L-Tyrosine(47689-67-8)

Safety Data

• WGK Germany: 3
• F: 10-21
• Hazardous Substances Data: 47689-67-8(Hazardous Substances Data)

Usage

Description

Boc-O-(2-bromo-Cbz)-L-Tyrosine is a synthetic amino acid derivative that serves as a crucial building block in the field of peptide synthesis. It is characterized by the presence of a Boc-protecting group and a 2-bromo-Cbz (carbobenzoxy) moiety, which are essential for the selective protection and activation of the amino acid during peptide bond formation. Boc-O-(2-bromo-Cbz)-L-Tyrosine plays a significant role in the development of peptide-based drugs and therapeutics due to its unique structural features and reactivity.

Uses

Used in Pharmaceutical Industry:
Boc-O-(2-bromo-Cbz)-L-Tyrosine is used as a key building block for the synthesis of various peptide-based drugs and therapeutics. Its application is driven by the growing peptide drug market, which demands fast and reliable methods for peptide synthesis. The unique structural features of this amino acid derivative enable the selective protection and activation of the amino acid during the peptide bond formation process, facilitating the development of novel and effective peptide-based pharmaceuticals.
Used in Research and Development:
In the field of research and development, Boc-O-(2-bromo-Cbz)-L-Tyrosine is utilized as a valuable tool for studying the structure, function, and interactions of peptides. Its unique structural features allow researchers to investigate the role of specific amino acid residues in peptide conformation, stability, and biological activity. This knowledge can be applied to the design and optimization of novel peptide-based drugs and therapeutics with improved efficacy and selectivity.
Used in Drug Delivery Systems:
Boc-O-(2-bromo-Cbz)-L-Tyrosine can also be employed in the development of advanced drug delivery systems, particularly for peptide-based drugs. Its unique structural features can be exploited to enhance the stability, solubility, and bioavailability of peptide drugs, as well as to improve their targeted delivery to specific tissues or cells. This can lead to more effective treatments with reduced side effects and improved patient outcomes.

InChI:InChI=1/C22H24BrNO7/c1-22(2,3)31-20(27)24-18(19(25)26)12-14-8-10-16(11-9-14)30-21(28)29-13-15-6-4-5-7-17(15)23/h4-11,18H,12-13H2,1-3H3,(H,24,27)(H,25,26)/t18-/m0/s1

Downstream Products

• 103424-74-4 Tyr-Gly-Ala-Val-Val-Asn-Asp-Leu 
• 103424-73-3 H-Tyr-Ala-Gly-Ala-Val-Val-Asn-Asp-Leu-OH 
• 129279-84-1 Boc-Arg(Tos)-Tyr(BrZ)-OBzl 
• 1022150-44-2 C₅₄H₇₄N₁₄O₁₀ 
• 1209462-97-4 C₈₃H₁₃₃N₂₁O₂₃S₅ 
• 1346110-56-2 Tyr-c(D-Lys-Phe-D-Pro-Asp)-NH₂ 
• 1214740-33-6 Tyr-c[D-Lys-Phe-Phe-Asp]NH₂ 
• 1346110-58-4 Tyr-c(D-Asp-Phe-D-Pro-Lys)-NH₂ 
• 578764-47-3 2-{2-[2-(6-{3-[4-(2-bromo-benzyloxycarbonyloxy)-phenyl]-2-tert-butoxycarbonylamino-propionylamino}-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-acetylamino]-3-phenyl-propionylamino}-4-methyl-pentanoic acid methyl ester 

Relevant articles and documents

Stable polypeptides having c-AMP production enhancing activity and the use thereof

Disclosed are (1) a polypeptide represented by formula (I), or a pharmaceutically acceptable amide, ester or salt thereof: wherein X is hydrogen atom; or a lower alkyl group which may be substituted with a member selected from the group consisting of hydroxy group, substituted or unsubstituted amino group, carboxyl group, carbamoyl group, and substituted or unsubstituted aromatic group; and Y is one of amino acids or peptides consisting of 1 to 16 amino acid residues counted from the N-terminal side of Leu-Ala-Ala-Val-Leu-Gly-Lys-Arg-Tyr-Lys-Gln-Arg-Val-Lys-Asn-Lys SEQ ID NO: 20, and (2) a pharmaceutical composition comprising a polypeptide represented by formula (I), or a pharmaceutically acceptable amide, ester or salt thereof, which has remarkable c-AMP activity and is useful as a nerve activating agent.