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BOC-O-DIBENZYLPHOSPHO-L-SERINE is a synthetic compound derived from the amino acid serine, featuring a dibenzylphospho group attached to the serine molecule. It is widely utilized in the fields of biochemistry and molecular biology, serving as a chemical building block in peptide synthesis and offering protection to the serine residue from unwanted reactions. BOC-O-DIBENZYLPHOSPHO-L-SERINE also plays a role in the study of enzyme kinetics and protein structure, as it can mimic natural phosphorylated serine residues in proteins. Furthermore, it holds potential for applications in drug development and medicinal chemistry.

90013-45-9

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90013-45-9 Usage

Uses

Used in Peptide Synthesis:
BOC-O-DIBENZYLPHOSPHO-L-SERINE is used as a chemical building block for the synthesis of peptides, providing protection to the serine residue from unwanted reactions during the synthesis process. This protection is crucial for the successful assembly of complex peptide sequences and contributes to the stability and functionality of the final peptide product.
Used in Biochemistry Research:
In the field of biochemistry, BOC-O-DIBENZYLPHOSPHO-L-SERINE is used as a research tool to study enzyme kinetics and protein structure. Its ability to mimic natural phosphorylated serine residues in proteins allows researchers to investigate the effects of phosphorylation on enzyme activity and protein conformation, providing insights into the regulation of biological processes.
Used in Medicinal Chemistry:
BOC-O-DIBENZYLPHOSPHO-L-SERINE may have potential applications in medicinal chemistry, particularly in the development of drugs targeting enzymes and proteins that interact with phosphorylated serine residues. Its structural similarity to phosphorylated serine allows for the design of compounds that can modulate enzyme activity and protein function, offering new therapeutic opportunities for various diseases.
Used in Drug Development:
BOC-O-DIBENZYLPHOSPHO-L-SERINE's potential applications in drug development stem from its ability to mimic phosphorylated serine residues, which are common post-translational modifications in proteins involved in numerous signaling pathways. By incorporating BOC-O-DIBENZYLPHOSPHO-L-SERINE into drug candidates, researchers can develop molecules that specifically target and modulate the activity of enzymes and proteins, leading to the discovery of novel therapeutic agents for various medical conditions.

Check Digit Verification of cas no

The CAS Registry Mumber 90013-45-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 9,0,0,1 and 3 respectively; the second part has 2 digits, 4 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 90013-45:
(7*9)+(6*0)+(5*0)+(4*1)+(3*3)+(2*4)+(1*5)=89
89 % 10 = 9
So 90013-45-9 is a valid CAS Registry Number.
InChI:InChI=1/C22H28NO8P/c1-22(2,3)31-21(26)23-19(20(24)25)16-30-32(27,28-14-17-10-6-4-7-11-17)29-15-18-12-8-5-9-13-18/h4-13,19H,14-16H2,1-3H3,(H,23,26)(H,24,25)/t19-/m0/s1

90013-45-9 Well-known Company Product Price

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  • Sigma-Aldrich

  • (03581)  Boc-Ser(PO3Bzl2)-OH  ≥96.0% (TLC)

  • 90013-45-9

  • 03581-250MG

  • 14,215.50CNY

  • Detail

90013-45-9SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name (2S)-3-bis(phenylmethoxy)phosphoryloxy-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid

1.2 Other means of identification

Product number -
Other names -

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

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

More Details:90013-45-9 SDS

90013-45-9Relevant academic research and scientific papers

Synthesis of Casein-Related Peptides and Phosphopeptides. VII. The efficient Synthesis of Ser(P)-Containing peptides by the Use of Boc-Ser(PO3R2)-OH Derivatives

Perich, John W.,Alewood, Paul F.,Johns, R. B.

, p. 233 - 252 (2007/10/02)

A new approach to the synthesis of Ser(PO3R2)-containing peptides by using five protected Boc-Ser(PO3R2)-OH (R = phenyl, ethyl, methyl, benzyl, t-butyl) derivatives is described.The five Boc-protected derivatives are prepared by a simple three-step synthe

Preparation of Nα-(t-Butoxycarbonyl)-O-(dibenzylphosphono)-L-serine

Alewood, Paul F.,Perich, John W.,Johns, R. B.

, p. 429 - 433 (2007/10/02)

The protected phosphoserine synthon Nα-(t-butoxycarbonyl)-O-(dibenzylphosphono)-L-serine was prepared in three steps.Stability studies on the phosphorylating agent dibenzyl phosphorochloridate were performed by 31P n.m.r. spectroscopy.

A NOVEL APPROACH TO PHOSPHOPEPTIDE SYNTHESIS-PREPARATION OF GLU-PSER-LEU

Alewood, P. F.,Perich, J. W.,Johns, R. B.

, p. 987 - 990 (2007/10/02)

A synthesis of the phosphotripeptide Glu-PSer-Leu is reported via the stepwise incorporation of the protected phosphoamino acid Nα-tert-butoxycarbonyl-O-dibenzylphosphono-L-serine.

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