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BOC-ASU-OH, also known as N-tert-butyloxycarbonyl asparagine, is a chemical compound used in peptide synthesis as a protecting group for primary amines. It is an N-tert-butyloxycarbonyl (BOC) derivative of the amino acid asparagine (ASN) with a hydroxy (OH) group attached to the alpha carbon. This unique structure allows BOC-ASU-OH to temporarily block the reactive amine group in peptide chain assembly, enabling selective and controlled reactions in the synthesis of peptides and proteins. The BOC group can be easily removed under mild acidic conditions, releasing the protected amine group and allowing for further modifications or peptide bond formation. BOC-ASU-OH is an important reagent in the field of organic chemistry and peptide synthesis.

66713-87-9

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66713-87-9 Usage

Uses

Used in Peptide Synthesis:
BOC-ASU-OH is used as a protecting group for primary amines in peptide synthesis for the following reasons:
1. It allows for selective and controlled reactions during the assembly of peptide chains, preventing unwanted side reactions and ensuring the desired peptide sequence is obtained.
2. The BOC group can be easily removed under mild acidic conditions, releasing the protected amine group and enabling further modifications or peptide bond formation, which is crucial for the synthesis of complex peptides and proteins.
Used in Pharmaceutical Industry:
BOC-ASU-OH is used as a key reagent in the development of pharmaceutical compounds for the following reasons:
1. Its ability to protect primary amines during peptide synthesis allows for the creation of novel peptide-based drugs with specific therapeutic properties.
2. The ease of BOC group removal enables the synthesis of diverse peptide drug candidates, facilitating the discovery of new treatments for various diseases.
Used in Research and Development:
BOC-ASU-OH is used as a valuable tool in research and development for the following reasons:
1. It enables the synthesis of peptides with specific modifications, allowing researchers to study the effects of these modifications on peptide properties and functions.
2. The use of BOC-ASU-OH in peptide synthesis can lead to the discovery of new bioactive peptides with potential applications in various fields, such as medicine, agriculture, and biotechnology.

Check Digit Verification of cas no

The CAS Registry Mumber 66713-87-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,6,7,1 and 3 respectively; the second part has 2 digits, 8 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 66713-87:
(7*6)+(6*6)+(5*7)+(4*1)+(3*3)+(2*8)+(1*7)=149
149 % 10 = 9
So 66713-87-9 is a valid CAS Registry Number.

66713-87-9SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name (2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]octanedioic acid

1.2 Other means of identification

Product number -
Other names (S)-2-(tert-butoxycarbonylamino)octanedioic acid

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:66713-87-9 SDS

66713-87-9Downstream Products

66713-87-9Relevant academic research and scientific papers

Controlling the position of functional groups at the liquid/solid interface: Impact of molecular symmetry and chirality

De Cat, Inge,Gobbo, Cristian,Van Averbeke, Bernard,Lazzaroni, Roberto,De Feyter, Steven,Van Esch, Jan

supporting information; experimental part, p. 20942 - 20950 (2012/02/13)

With the aim of controlling the position of functional groups in a substrate-supported monolayer, a new family of functionalized linear alkyl chains was designed and synthesized, aided by molecular mechanics and dynamics simulations of its two-dimensional self-assembly on graphite. The self-assembly of these amino functionalized diamides at the liquid/solid interface was investigated with scanning tunneling microscopy. Intermolecular hydrogen-bonding interactions involving amides, combined with the effect of molecular symmetry and chirality, were found to guide the self-assembly. Control of the relative position and orientation of the amine groups was achieved, in the case of enantiopure compounds. Interestingly, racemates led to both racemic conglomerate and solid solution formation, with a concomitant loss of positional and orientational control of the amino groups as a result.

Design and synthesis of a potent histone deacetylase inhibitor

Liu, Tao,Kapustin, Galina,Etzkorn, Felicia A.

, p. 2003 - 2006 (2008/02/01)

Histone deacetylase (HDAC) inhibitors have potential for cancer therapy. An HDAC inhibitor based on a cyclic peptide mimic of known structure, linked by an aliphatic chain to a hydroxamic acid, was designed and synthesized. The chimeric compound showed potent competitive inhibition of nuclear HDACs, with an IC50 value of 46 nM and a Ki value of 13.7 nM. The designed inhibitor showed 4-fold selectivity for HDAC1 (57 nM) over HDAC8 (231 nM).

A concise enantioselective synthesis of N-boc-(S)-2-aminosuberic acid

Castejon,Moyano,Pericas,Riera

, p. 1231 - 1238 (2007/10/02)

The title compound has been enantioselectively obtained by a four-step process involving the catalytic asymmetric epoxidation of allyl alcohol 3, regio- and stereoselective oxirane opening with benzhydrylamine and one-pot oxidative cleavage-amine reprotec

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