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BOC-D-4-IODOPHENYLALANINE is a chemical compound featuring a BOC (tert-butyloxycarbonyl) protecting group attached to the amino group of 4-iodophenylalanine. BOC-D-4-IODOPHENYLALANINE is recognized for its role in peptide synthesis, where it serves as a building block for creating peptides with distinct structural and functional attributes. The 4-iodophenylalanine component is valued for its reactivity in chemical reactions, such as cross-coupling, and its potential use as a fluorescent probe in biological research. The BOC group's purpose is to protect the amino group, enabling selective modifications of the 4-iodophenylalanine during the synthesis process. In essence, BOC-D-4-IODOPHENYLALANINE is a multifaceted compound that provides significant synthetic and functional advantages for peptide chemistry and associated research fields.

176199-35-2

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176199-35-2 Usage

Uses

Used in Peptide Synthesis:
BOC-D-4-IODOPHENYLALANINE is used as a building block for the synthesis of peptides with specific structural and functional properties. Its inclusion in peptide synthesis allows for the creation of molecules with tailored characteristics, which can be crucial for various applications in the pharmaceutical and biotechnological industries.
Used in Chemical Reactions:
In the realm of chemical reactions, BOC-D-4-IODOPHENYLALANINE is used as a reactant in cross-coupling reactions due to the presence of the 4-iodophenylalanine moiety. This feature enables the formation of new chemical bonds and the synthesis of complex molecules with potential applications in material science and medicinal chemistry.
Used as a Fluorescent Probe in Biological Studies:
BOC-D-4-IODOPHENYLALANINE is utilized as a fluorescent probe in biological research. The 4-iodophenylalanine component can be incorporated into biological molecules, allowing researchers to track and visualize these molecules within biological systems. This application is particularly useful in studies involving cell signaling, protein-protein interactions, and the investigation of disease mechanisms.
Used in Pharmaceutical Development:
In the pharmaceutical industry, BOC-D-4-IODOPHENYLALANINE is used as a key component in the development of drugs with novel mechanisms of action. BOC-D-4-IODOPHENYLALANINE's ability to be selectively modified during peptide synthesis makes it an attractive candidate for the design of peptide-based therapeutics, which may have applications in treating various diseases and conditions.
Used in Biotechnological Applications:
BOC-D-4-IODOPHENYLALANINE is also employed in biotechnological applications, where it can be used to engineer proteins with new or enhanced functions. By incorporating BOC-D-4-IODOPHENYLALANINE into protein structures, researchers can create biocatalysts, biosensors, or other bioactive molecules with potential uses in environmental monitoring, medical diagnostics, and therapeutics.

Check Digit Verification of cas no

The CAS Registry Mumber 176199-35-2 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,7,6,1,9 and 9 respectively; the second part has 2 digits, 3 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 176199-35:
(8*1)+(7*7)+(6*6)+(5*1)+(4*9)+(3*9)+(2*3)+(1*5)=172
172 % 10 = 2
So 176199-35-2 is a valid CAS Registry Number.
InChI:InChI=1/C14H18INO4/c1-14(2,3)20-13(19)16-11(12(17)18)8-9-4-6-10(15)7-5-9/h4-7,11H,8H2,1-3H3,(H,16,19)(H,17,18)/t11-/m1/s1

176199-35-2 Well-known Company Product Price

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  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • Alfa Aesar

  • (H66622)  N-Boc-4-iodo-D-phenylalanine, 95%   

  • 176199-35-2

  • 5g

  • 1411.0CNY

  • Detail
  • Alfa Aesar

  • (H66622)  N-Boc-4-iodo-D-phenylalanine, 95%   

  • 176199-35-2

  • 25g

  • 5645.0CNY

  • Detail
  • Aldrich

  • (15044)  Boc-D-Phe(4-I)-OH  ≥98.0% (TLC)

  • 176199-35-2

  • 15044-5G

  • 10,288.98CNY

  • Detail

176199-35-2SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 20, 2017

Revision Date: Aug 20, 2017

1.Identification

1.1 GHS Product identifier

Product name Boc-4-iodo-D-phenylalanine

1.2 Other means of identification

Product number -
Other names (D)-N-tert-butoxycarbonyl-p-iodophenylalanine

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:176199-35-2 SDS

176199-35-2Relevant academic research and scientific papers

X-ray Crystallographic Structure of a Teixobactin Derivative Reveals Amyloid-like Assembly

Yang, Hyunjun,Wierzbicki, Micha?,Du Bois, Derek R.,Nowick, James S.

, p. 14028 - 14032 (2018)

This paper describes the X-ray crystallographic structure of a derivative of the antibiotic teixobactin and shows that its supramolecular assembly through the formation of antiparallel β-sheets creates binding sites for oxyanions. An active derivative of

Synthesis of optically active arylene bis-alanine derivatives carrying orthogonal protecting groups

Ritzen, Andreas,Basu, Basudeb,Chattopadhyay, Shital K.,Dossa, Fahreen,Frejd, Torbjoern

, p. 503 - 512 (2007/10/03)

Derivatives of para- and meta-phenylene bis-alanine and related biphenyl systems, carrying four orthogonal protecting groups, were synthesised via combinations of Heck couplings and asymmetric hydrogenations. The intermediate unsaturated arylalanine derivatives were hydrogenated using [Rh(COD)((R,R)-DIPAMP)]+BF4- or [Rh(COD)(Me-DuPHOS)]+X- as catalysts to produce the optically active, protected amino acid derivatives in ≤98% e.e. as analysed by chiral phase HPLC.

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