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Home > Encyclopedia > Fomc-cis-L-hydroxyproline-OH

Fomc-cis-L-hydroxyproline-OH

Fomc-cis-L-hydroxyproline-OH structure

Fomc-cis-L-hydroxyproline-OH 

structure
  • CAS No:

    189249-10-3

  • Formula:

    C20H19NO5

  • Chemical Name:

    Fomc-cis-L-hydroxyproline-OH

  • Synonyms:

    Fomc-cis-L-hydroxyproline-OH;(2S,4S)-1-(((9H-Fluoren-9-yl)Methoxy)carbonyl)-4-hydroxypyrrolidine-2-carboxylic acid;(2S,4S)-1-(((9H-Fluoren-9y l)methoxy)carbony l)-4hydroxypyrrolidine-2-carboxy lic aci;(4S)-1-Fmoc-4-hydroxy-L-proline;(9H-Fluoren-9-yl)MethOxy]Carbonyl Cis-Hyp-OH

  • Categories:

    Biochemical Engineering  >  Amino Acids and Derivatives

Fomc-cis-L-hydroxyproline-OH Basic Attributes

353.38

353.126

Characteristics

87.1

2.4

Fomc-cis-L-hydroxyproline-OH Use and Manufacturing

General procedure: i-Pr2NEt (6 equiv) was added to a solution of Fmoc-Xaa-OH (3 equiv)and HATU (3 equiv) in a minimal amount of DMF necessary to obtaina solution. The solution of the activated amino acid (?100 mM) was the mixture was agitated for 1 h before washing with DMF (3 ×) andCH2Cl2 (3 ×).Fmoc-Deprotection; General ProcedureA solution of 20% piperidine in DMF was added to the resin pre-swollenin CH2Cl2, the reaction mixture was agitated for 10 min, drained, and the piperidine treatment was repeated for 10 min. Finally, the resin was washed with DMF (3 ×) and CH2Cl2 (3 ×).The amino acid coupling steps and the Fmoc-deprotections were monitored by qualitative Kaiser (primary amines) and chloranil tests(secondary amines). Deprotection of Side Chain Functional Groups and Cleavage of the Peptide from the Solid Support; General ProcedureA mixture of TFA/TIS/H2O (95:2.5:2.5) was added to the immobilized peptide and the suspension was agitated for 1 h and a second time for30 min. Pooling of the filtrates and removal of all volatiles under reduced pressure followed by precipitation and thorough washing with Et2O afforded the peptide as a TFA salt. The peptide was redissolved inMeCN/H2O (1:1), dried by lyophilization, and used without further purification.

Computed Properties

Molecular Weight:353.4
XLogP3:2.4
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:4
Exact Mass:353.12632271
Monoisotopic Mass:353.12632271
Topological Polar Surface Area:87.1
Heavy Atom Count:26
Complexity:530
Defined Atom Stereocenter Count:2
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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