D-Lys(tfa)-NCA
Product Information
Molecular Formula
C9H11F3N2O4
Molecular Weight
268.19
Description
D-Lys(tfa)-NCA is a specialized N-carboxyanhydride derivative of D-lysine, featuring a trifluoroacetyl (tfa) protecting group on the amino side chain. As a crystalline compound, it serves as a key monomer for the synthesis of polypeptides with defined D-amino acid incorporation, enabling advanced studies in protein engineering and conformational analysis. The tfa protection enhances handling and selectivity during ring-opening polymerization processes. D-Lys(tfa)-NCA finds wide application in developing biomaterials, specialty polymers, and investigating stereochemical effects in peptide structures.
Synonyms
Acetamide, N-[4-[(4R)-2,5-dioxo-4-oxazolidinyl]butyl]-2,2,2-trifluoro-; (R)-N-(4-(2,5-Dioxooxazolidin-4-yl)butyl)-2,2,2-trifluoroacetamide
IUPAC Name
N-[4-[(4R)-2,5-dioxo-1,3-oxazolidin-4-yl]butyl]-2,2,2-trifluoroacetamide
SMILES
C(CCNC(=O)C(F)(F)F)C[C@@H]1C(=O)OC(=O)N1
InChI
InChI=1S/C9H11F3N2O4/c10-9(11,12)7(16)13-4-2-1-3-5-6(15)18-8(17)14-5/h5H,1-4H2,(H,13,16)(H,14,17)/t5-/m1/s1
InChI Key
KWNIHCJDDYRQFW-RXMQYKEDSA-N
Storage
Store at -20 °C
Computed Properties
XLogP3
1.1
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
7
Rotatable Bond Count
5
Exact Mass
268.06709132 g/mol
Monoisotopic Mass
268.06709132 g/mol
Topological Polar Surface Area
84.5Ų
Heavy Atom Count
18
Formal Charge
0
Complexity
356
Isotope Atom Count
0
Defined Atom Stereocenter Count
1
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes
