103213-32-7 | Fmoc-Cys(Trt)-OH

Packsize	Purity	Availability	Price	Discounted Price
5g	95%	in stock	$9.00	$6.00
10g	95%	in stock	$12.00	$8.00
25g	95%	in stock	$20.00	$14.00
100g	95%	in stock	$50.00	$35.00
500g	95%	in stock	$249.00	$174.00
1000g	95%	in stock	$486.00	$340.00

Description

• Catalog Number: AB50603
• Chemical Name: Fmoc-Cys(Trt)-OH
• CAS Number: 103213-32-7
• Molecular Formula: C37H31NO4S
• Molecular Weight: 585.7113
• MDL Number: MFCD00038538
• SMILES: O=C(N[C@H](C(=O)O)CSC(c1ccccc1)(c1ccccc1)c1ccccc1)OCC1c2ccccc2-c2c1cccc2

Computed Properties

• Complexity: 841
• Covalently-Bonded Unit Count: 1
• Defined Atom Stereocenter Count: 1
• Heavy Atom Count: 43
• Hydrogen Bond Acceptor Count: 5
• Hydrogen Bond Donor Count: 2
• Rotatable Bond Count: 11
• XLogP3: 8

Upstream Synthesis Route

Fmoc-Cys(Trt)-OH is a crucial building block used in the field of chemical synthesis, particularly in peptide synthesis. The compound serves as a protected form of cysteine amino acid, where the Fmoc (9-fluorenylmethoxycarbonyl) group safeguards the amino group, while the Trt (trityl) group shields the thiol group.In peptide synthesis, Fmoc-Cys(Trt)-OH is employed to introduce cysteine residues at specific positions within the peptide chain. This controlled incorporation of cysteine allows for the formation of disulfide bonds, which are essential for stabilizing the peptide's tertiary structure and imparting specific biological functions.Furthermore, the Fmoc protection group can be selectively removed under mild acidic conditions, enabling the step-by-step elongation of the peptide chain in a controlled manner. The presence of the Trt protecting group ensures that the thiol group of cysteine remains unreactive during the synthesis process until it is selectively deprotected at a later stage.Overall, Fmoc-Cys(Trt)-OH plays a pivotal role in the precise construction of peptides with cysteine residues, offering chemists a versatile tool for the design and synthesis of bioactive peptides and peptidomimetics in drug discovery and biotechnology research.

Literature

• Synthesis and biological evaluation of L-cysteine derivatives as mitotic kinesin Eg5 inhibitors.

  Bioorganic & medicinal chemistry letters 20070715