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N-alpha-(9-Fluorenylmethyloxycarbonyl)-beta,beta-dimethyl-D-serine

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Formula: C10H19NO5
CAS: 288159-40-0

Identification

Structural Formula
N-alpha-(9-Fluorenylmethyloxycarbonyl)-beta,beta-dimethyl-D-serine
CAS:
288159-40-0
EINECS:
Molecular Formula:
C10H19NO5
MDL:
MFCD02682576
Synonym:


Description

beta,beta-Dimethylation of amino acids stabilizes appropriate peptides towards digestion by proteases. The hydroxyl function of this serine building block is unprotected, because acylation does not happen to tertiary alcohols during standard Fmoc/tBu coupling protocols. Reference: A General Method for Making Peptide Therapeutics Resistant to Serine Protease Degradation: Application to Dipeptidyl Peptidase IV Substrates; Kathryn R. Heard, Wengen Wu, Youhua Li, Peng Zhao, Iwona Woznica, Jack H. Lai, Martin Beinborn, David G. Sanford, Matthew T. Dimare, Amrita K. Chiluwal, Diane E. Peters, Danielle Whicher, James L. Sudmeier, and William W. Bachovchin; J. Med. Chem. 2013; 56: 8339-8351. dx.doi.org/10.1021/jm400423p. Total synthesis of the large non-ribosomal peptide polytheonamide B; Masayuki Inoue, Naoki Shinohara, Shintaro Tanabe, Tomoaki Takahashi, Ken Okura, Hiroaki Itoh, Yuki Mizoguchi, Maiko Iida, Nayoung Lee and Shigeru Matsuoka; Nature Chem. 2010; 2: 281-285. DOI: 10.1038/nchem.554.


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Iris Biotech GmbH
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Prices & Availability




Data is processed


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Properties for N-alpha-(9-Fluorenylmethyloxycarbonyl)-beta,beta-dimethyl-D-serine

Molecular Weight:
233.26 g·mol−1
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Hazard Statements

GHS07

GHS03
Harmful
  • Acute toxicity (oral, dermal, inhalation), category 4
  • Skin irritation, categories 2, 3
  • Eye irritation, category 2A
  • Skin sensitization, category 1
  • Specific target organ toxicity following single exposure, category 3
    - Respiratory tract irritation
    - Narcotic effects
  • Not used
  • with the "skull and crossbones" pictogram
  • for skin or eye irritation if:
  • the "corrosion" pictogram also appears
  • the "health hazard" pictogram is used to indicate respiratory sensitization

Safety & Transport Information

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Alternative Distributors of [N-alpha-(9-Fluorenylmethyloxycarbonyl)-beta,beta-dimethyl-D-serine]

Producers or manufacturers change the product range from time to time. Currently there are no other manufacturers known.
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Downloads

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MSDS:
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