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Tert-butyloxycarbonyl-glycylphenylalanine (Boc-Gly-Phe) is a tripeptide compound consisting of three amino acids: glycine, phenylalanine, and a terminal amino group protected by a tert-butyloxycarbonyl (Boc) group. The Boc group is a widely used protecting group in peptide synthesis, which prevents unwanted side reactions during the coupling of amino acids. In Boc-Gly-Phe, glycine is the N-terminal amino acid, phenylalanine is the C-terminal amino acid, and the Boc group is attached to the terminal amino group of phenylalanine. tert-butyloxycarbonyl-glycylphenylalanine is commonly used in the synthesis of larger peptides and proteins, as well as in the study of peptide structure and function.

4530-37-4

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4530-37-4 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 4530-37-4 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,5,3 and 0 respectively; the second part has 2 digits, 3 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 4530-37:
(6*4)+(5*5)+(4*3)+(3*0)+(2*3)+(1*7)=74
74 % 10 = 4
So 4530-37-4 is a valid CAS Registry Number.
InChI:InChI=1/C16H22N2O5/c1-16(2,3)23-15(22)17-10-13(19)18-12(14(20)21)9-11-7-5-4-6-8-11/h4-8,12H,9-10H2,1-3H3,(H,17,22)(H,18,19)(H,20,21)/t12-/m0/s1

4530-37-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name N-t-butyloxycarbonylglycyl-L-phenylalanine

1.2 Other means of identification

Product number -
Other names N-Boc-glycylphenylalanine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:4530-37-4 SDS

4530-37-4Relevant academic research and scientific papers

Solar and Visible Light Assisted Peptide Coupling

Mishra, Abhaya K.,Parvari, Galit,Santra, Sourav K.,Bazylevich, Andrii,Dorfman, Ortal,Rahamim, Jonatan,Eichen, Yoav,Szpilman, Alex M.

supporting information, p. 12406 - 12412 (2021/04/05)

Amino acid and peptide couplings are widely used in fields related to pharma and materials. Still, current peptide synthesis continues to rely on the use of expensive, water sensitive, and waste-generating coupling reagents, which are often prepared in mu

Influence of the dipeptide linker configuration on the activity of PSMA ligands

Uspenskaya, Anastasiya A.,Machulkin, Alexey E.,Nimenko, Ekaterina A.,Shafikov, Radik R.,Petrov, Stanislav A.,Skvortsov, Dmitry A.,Beloglazkina, Elena K.,Majouga, Alexander G.

, p. 756 - 759 (2021/01/12)

Selective ligands of an urea-based prostate specific membrane antigen with a phenylalanine/tyrosine-based dipeptide linker and with a mingled chiral centers configuration and/or substituted aromatic fragments were prepared in seven steps by liquid- and in

Synthesis and Characterization of a Series of Orthogonally Protected l-Carnosine Derivatives

El-Dakdouki, Mohammad H.,Daouk, Nadine,Abdallah, Hiba

, p. 1 - 12 (2018/02/19)

l-Carnosine (β-alanyl-l-histidine) is an endogenous dipeptide that has been recognized for its broad spectrum of beneficial biological activities. However, the therapeutic utility of molecule has been hampered by its instability in human plasma (half-life

Diphenylsilane as a coupling reagent for amide bond formation

Sayes, Morgane,Charette, André B.

supporting information, p. 5060 - 5064 (2017/11/09)

A simple procedure for amide bond formation using diphenylsilane as a coupling reagent is described. This methodology enables the direct coupling of carboxylic acids with primary and secondary amines, releasing only hydrogen and a siloxane as by-products. Only one equivalent of each partner is needed, providing a more sustainable amidation method producing minimal wastes. This methodology was also extended to the synthesis of peptides and lactams by addition of Hünig's base (DIPEA) and 4-dimethylaminopyridine (DMAP).

High penetration prodrug compositions of peptides and peptide-related compounds

-

Page/Page column 78, (2016/02/26)

The invention provides compositions of novel high penetration compositions (HPC) or high penetration prodrugs (HPP) of peptides and peptide-related compounds, which are capable of crossing biological barriers with higher penetration efficiency comparing t

PEG prodrug of gambogic acid: Amino acid and dipeptide spacer effects

Ding, Ya,Zhang, Peng,Tang, Xiao-Yan,Zhang, Can,Ding, Song,Ye, Hai,Ding, Qi-Long,Shen, Wen-Bin,Ping, Qi-Neng

experimental part, p. 1694 - 1702 (2012/08/08)

The clinical application of gambogic acid (GA), a natural component with promising antitumor activity, was limited due to its extremely poor aqueous solubility, rapid elimination in vivo, and wide biodistribution. To solve these problems, 30 poly(ethylene

Microwave-assisted chemical ligation of S-acyl peptides containing non-terminal cysteine residues

Hansen, Finn K.,Ha, Khanh,Todadze, Ekaterina,Lillicotch, Aaron,Frey, Alexander,Katritzky, Alan R.

supporting information; experimental part, p. 7162 - 7167 (2011/11/14)

An efficient approach for the synthesis of a series of S-acyl peptides containing internal cysteine residues has been developed and the chemical long-range ligation of these S-acyl peptides via 5-, 8-, 11- and 14-membered cyclic transition states has been

Guanidine hydrochloride as an organocatalyst for N-Boc protection of amino groups

Jahani, Fatemeh,Tajbakhsh, Mahmood,Golchoubian, Hamid,Khaksar, Samad

supporting information; experimental part, p. 1260 - 1264 (2011/04/15)

A simple and efficient method for the chemoselective N-Boc protection of the amine moiety in a variety of compounds is described using di-tert-butyl dicarbonate and guanidine hydrochloride as an organocatalyst in ethanol at 35-40°C. Selective mono-N-Boc protection of diamines and chemoselective protection of hydroxylamines without formation of any side products is achieved. Amino acids and peptides are N-Boc protected efficiently in excellent yields under convenient reaction conditions.

A convenient route to diversely substituted icosahedral closomer nanoscaffolds

Jalisatgi, Satish S.,Kulkarni, Vikas S.,Tang, Betty,Houston, Zachary H.,Lee, Mark W.,Hawthorne, M. Frederick

supporting information; scheme or table, p. 12382 - 12385 (2011/10/02)

The design and synthesis of icosahedral polyhedral borane closomer motifs based upon carbonate and carbamate anchoring groups for biomedical applications are described. Dodecacarbamate closomers containing easily accessible groups of interest at their linker termini were synthesized via activation of the B-OH vertices as aryl carbonates and their subsequent reaction with primary amines. Novel dodecacarbonate closomers were successfully synthesized for the first time by reacting [closo-B12(OH)12]2- with an excess of respective aryl chloroformates, utilizing relatively short reaction times, mild conditions and simple purification strategies, all of which had previously presented difficulties in closomer chemistry. This methodology for the 12-fold degenerate synthesis of carbonate and carbamate closomers will greatly facilitate further exploration of closomers as monodisperse nanomolecular delivery platforms.

Water-soluble tripeptide Aβ (9-11) forms amyloid-like fibrils and exhibits neurotoxicity

Naskar, Jishu,Drew, Michael G. B.,Deb, Ishani,Das, Sumantra,Banerjee, Arindam

supporting information; experimental part, p. 2625 - 2628 (2009/05/30)

(Chemical Equation Presented) A water-soluble, hydrophilic tripeptide GYE, having sequence identity with the N-terminal segment of amyloid peptides Aβ(9-11), upon self-association exhibits amyloid-like fibrils and significant neurotoxicity towards the Neu

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