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125760-26-1

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125760-26-1 Usage

Description

N-(9-Fluorenylmethoxycarbonyl)-L-serine Phenacyl Ester is a synthetic compound utilized in the field of organic chemistry and pharmaceutical research. It is a derivative of L-serine, an amino acid, with a protective group (Fmoc) and a Phenacyl Ester group attached. N-(9-Fluorenylmethoxycarbonyl)-L-serine Phenacyl Ester is known for its stability and reactivity in various chemical reactions, making it a valuable intermediate in the synthesis of complex molecules.

Uses

Used in Organic Chemistry:
N-(9-Fluorenylmethoxycarbonyl)-L-serine Phenacyl Ester is used as a protected amino acid in the synthesis of peptides and other biomolecules. The protective groups (Fmoc) prevent unwanted side reactions, allowing for the selective incorporation of the amino acid into the target molecule.
Used in Pharmaceutical Research:
N-(9-Fluorenylmethoxycarbonyl)-L-serine Phenacyl Ester is used as a key intermediate in the preparation of Glycoside Glycosylceramide analogs. These analogs have potential applications as immunomodulators and antitumor agents, making them valuable in the development of new therapeutic strategies for various diseases.
Used in the Preparation of Immunomodulators:
In the pharmaceutical industry, N-(9-Fluorenylmethoxycarbonyl)-L-serine Phenacyl Ester is used as a building block for the synthesis of immunomodulatory compounds. These compounds can modulate the immune system, potentially leading to new treatments for autoimmune diseases and other conditions.
Used in the Preparation of Antitumor Agents:
N-(9-Fluorenylmethoxycarbonyl)-L-serine Phenacyl Ester is also used in the development of antitumor agents. The synthesized Glycoside Glycosylceramide analogs have shown potential in targeting cancer cells and inhibiting their growth, making them promising candidates for cancer therapy.

Check Digit Verification of cas no

The CAS Registry Mumber 125760-26-1 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,2,5,7,6 and 0 respectively; the second part has 2 digits, 2 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 125760-26:
(8*1)+(7*2)+(6*5)+(5*7)+(4*6)+(3*0)+(2*2)+(1*6)=121
121 % 10 = 1
So 125760-26-1 is a valid CAS Registry Number.
InChI:InChI=1/C26H23NO6/c28-14-23(25(30)32-16-24(29)17-8-2-1-3-9-17)27-26(31)33-15-22-20-12-6-4-10-18(20)19-11-5-7-13-21(19)22/h1-13,22-23,28H,14-16H2,(H,27,31)/t23-/m0/s1

125760-26-1SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name N-(9-Fluorenylmethoxycarbonyl)-L-serine Phenacyl Ester

1.2 Other means of identification

Product number -
Other names phenacyl (2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-hydroxypropanoate

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:125760-26-1 SDS

125760-26-1Downstream Products

125760-26-1Relevant articles and documents

A Stable Pyrophosphoserine Analog for Incorporation into Peptides and Proteins

Yates, Lisa M.,Fiedler, Dorothea

, p. 1066 - 1073 (2016)

Protein pyrophosphorylation is a covalent modification of proteins, mediated by the inositol pyrophosphate messengers. Although the inositol pyrophosphates have been linked to a range of cellular processes, the role of protein pyrophosphorylation remains minimally characterized in vivo. The inherent instability of the phosphoanhydride bond has hampered the development of useful bioanalytical techniques to interrogate this novel signaling mechanism. Here, we describe the preparation of a pyrophosphoserine analog containing a stable methylene-bisphosphonate group that is compatible with solid-phase peptide synthesis. The resulting peptides demonstrate enhanced stability in Eukaryotic cell lysates and mammalian plasma and display resistance toward chemical degradation, when compared to the corresponding pyrophosphopeptides. In addition, the peptides containing the stable pyrophosphoserine analog are highly compatible with common ligation methods, such as native chemical ligation, maleimide conjugation, and glutaraldehyde ligation. The bisphosphonate-containing peptides will, therefore, be well-suited for future pyrophosphoserine antibody generation and affinity capture of pyrophosphoprotein binding partners and provide a key entry point to study the regulatory role of protein pyrophosphorylation.

An Efficient Procedure for Solid Phase Synthesis of Phosphopeptides by the Fmoc Strategy

Wakamiya, Tateaki,Saruta, Kunio,Yasuoka, Jun-ichi,Kusumoto, Shoichi

, p. 1099 - 1102 (2007/10/02)

The Fmoc-mode solid-phase method was succesfully applied to establish a practical procedure for the synthesis of phosphopeptides.Both Fmoc-phosphoserine with free phosphoric moiety and its monobenzyl phosphate derivative were examined as one of starting materials for the synthesis of peptides.The employment of the latter gave better result in respects of the yield and purity of the product than that obtained with the former.

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