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FMOC-D-SER-OH, also known as N-Fmoc-D-serine, is an N-Fmoc-protected form of D-Serine (S270975). D-Serine is a neurotransmitter that is concentrated in the mammalian brain and is one of the very few amino acids that occur in both Dand L-configurations in significant amounts. It is a potent agonist of the N-methyl-D-aspartate (NMDA) receptor in the brain, which is associated with schizophrenia. FMOC-D-SER-OH is a white to light yellow crystal powder.

116861-26-8

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116861-26-8 Usage

Uses

Used in Pharmaceutical Industry:
FMOC-D-SER-OH is used as a protected form of D-Serine for the development of pharmaceuticals targeting the treatment of schizophrenia. It serves as an additional therapy for refractory schizophrenic patients, as it modulates the NMDA receptor, which is implicated in the disorder.
Used in Research Applications:
FMOC-D-SER-OH is used as a research compound for studying the role of D-Serine in the brain and its interaction with the NMDA receptor. This helps in understanding the underlying mechanisms of schizophrenia and other neurological disorders, as well as in the development of new therapeutic strategies.

Check Digit Verification of cas no

The CAS Registry Mumber 116861-26-8 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,1,6,8,6 and 1 respectively; the second part has 2 digits, 2 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 116861-26:
(8*1)+(7*1)+(6*6)+(5*8)+(4*6)+(3*1)+(2*2)+(1*6)=128
128 % 10 = 8
So 116861-26-8 is a valid CAS Registry Number.
InChI:InChI=1/C18H17NO5/c20-9-16(17(21)22)19-18(23)24-10-15-13-7-3-1-5-11(13)12-6-2-4-8-14(12)15/h1-8,15-16,20H,9-10H2,(H,19,23)(H,21,22)/t16-/m1/s1

116861-26-8 Well-known Company Product Price

  • Brand
  • (Code)Product description
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  • TCI America

  • (F0607)  N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-D-serine  >95.0%(HPLC)(T)

  • 116861-26-8

  • 1g

  • 450.00CNY

  • Detail
  • TCI America

  • (F0607)  N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-D-serine  >95.0%(HPLC)(T)

  • 116861-26-8

  • 5g

  • 1,450.00CNY

  • Detail
  • Alfa Aesar

  • (H62493)  N-Fmoc-D-serine, 95%   

  • 116861-26-8

  • 1g

  • 470.0CNY

  • Detail
  • Alfa Aesar

  • (H62493)  N-Fmoc-D-serine, 95%   

  • 116861-26-8

  • 5g

  • 2117.0CNY

  • Detail

116861-26-8Relevant articles and documents

Scope and limitations of pseudoprolines as individual amino acids in peptide synthesis

Senko, Dmitry A.,Timofeev, Nikita D.,Kasheverov, Igor E.,Ivanov, Igor A.

, p. 665 - 671 (2021)

Protected 4-carboxyoxazolidines and thiazolidines (pseudoprolines) are derivatives of serine, threonine or cysteine amino acids. Such compounds are used in peptide synthesis among the other protected amino acids. They are usually practiced when a peptide sequence is readily aggregating during synthesis due to their ability to disrupt secondary structure formation. Such compounds are usually applied as dipeptides. In present work Fmoc-protected pseudoprolines were synthesized and applied in peptide synthesis not as dipeptides but as individual amino acids. Different acylation protocols and amino acids were tested to acylate pseudoprolines. Several “difficult” peptides were synthesized to confirm the efficacy of such constructions. It was shown that pseudoprolines could be easily synthesized and used in automated or manual synthesis not as dipeptides but as ordinary amino acids.

Novel chiral stationary phases based on 3,5-dimethyl phenylcarbamoylated β-cyclodextrin combining cinchona alkaloid moiety

Zhu, Lunan,Zhu, Junchen,Sun, Xiaotong,Wu, Yaling,Wang, Huiying,Cheng, Lingping,Shen, Jiawei,Ke, Yanxiong

, p. 1080 - 1090 (2020/05/25)

Novel chiral selectors based on 3,5-dimethyl phenylcarbamoylated β-cyclodextrin connecting quinine (QN) or quinidine (QD) moiety were synthesized and immobilized on silica gel. Their chromatographic performances were investigated by comparing to the 3,5-dimethyl phenylcarbamoylated β-cyclodextrin (β-CD) chiral stationary phase (CSP) and 9-O-(tert-butylcarbamoyl)-QN-based CSP (QN-AX). Fmoc-protected amino acids, chiral drug cloprostenol (which has been successfully employed in veterinary medicine), and neutral chiral analytes were evaluated on CSPs, and the results showed that the novel CSPs characterized as both enantioseparation capabilities of CD-based CSP and QN/QD-based CSPs have broader application range than β-CD-based CSP or QN/QD-based CSPs. It was found that QN/QD moieties play a dominant role in the overall enantioseparation process of Fmoc-amino acids accompanied by the synergistic effect of β-CD moiety, which lead to the different enantioseparation of β-CD-QN-based CSP and β-CD-QD-based CSP. Furthermore, new CSPs retain extraordinary enantioseparation of cyclodextrin-based CSP for some neutral analytes on normal phase and even exhibit better enantioseparation than the corresponding β-CD-based CSP for certain samples.

Determination of Chemical and Enantiomeric Purity of α-Amino Acids and their Methyl Esters as N-Fluorenylmethoxycarbonyl Derivatives Using Amylose-derived Chiral Stationary Phases

Islam, Md. Fokhrul,Adhikari, Suraj,Paik, Man-Jeong,Lee, Wonjae

, p. 332 - 338 (2019/04/13)

Liquid chromatographic enantiomer separation and simultaneous determination of chemical and enantiomeric purity of α-amino acids and their methyl esters as N-fluorenylmethoxycarbonyl (FMOC) derivatives was performed on three covalently bonded type chiral stationary phases (CSPs) derived from amylose derivatives. The enantiomer separation of α-amino acid esters as N-FMOC derivatives was better than that of the corresponding acids, especially for CSP 1 and 2. Chemical impurities as the corresponding racemic acids present in several commercially available racemic amino acid methyl esters were observed to be 0.49–17.50%. Enantiomeric impurities of several commercially available L-amino acid methyl esters were found to be 0.03–0.58%, whereas chemical impurities as the corresponding racemic acids present in the same analytes were found to be 0.13–13.62%. This developed analytical method will be useful for the determination of chemical and enantiomeric purity of α-amino acids and/or esters as N-FMOC derivatives using amylose-derived CSPs.

Synthesis of a chiral precursor for no-carrier-added (NCA) PET tracer 6- [18F]fluoro-L-dopa based on regio- and enantioselective alkylation of 2,4- bis(chloromethyl)-5-iodoanisole

Kuroda, Chiaki,Ochi, Atsushi,Nakane, Noritoshi,Umeyama, Takashi,Muto, Nobuko,Niimura, Nami,Teramoto, Yoshiki,Nogami, Hiroyuki,Reddy, Guvvala N.

, p. 417 - 422 (2007/10/03)

(2S,5S)-5-(3-Formyl-6-iodo-4-methoxybenzyl)-1-t-butoxycarbonyl-2-t- butyl-3-methyl-4-imidazolidinone (11), a chiral intermediate towards NCA PET tracer 6-[18F]fluoro-L-dopa (1), was synthesized from 3-iodoanisole in four steps. 3-Iodoanisole was first bischloromethylated to 2,4-bis(chloromethyl)- 5-iodoanisole (14). Regio- and enantio-selective alkylation of 14 with (S)-1- (t-butoxycarbonyl)-2-t-butyl-3-methyl-4-imidazolidinone (12) afforded 33, which was then hydrolyzed and oxidized to the desired intermediate 11.

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