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Chemical product profile

HONGKUN / PRODUCT DIRECTORY

D-Citrulline | CAS 13594-51-9

An R-configured amino-acid building block with a terminal ureido group, selected for D-citrulline-containing peptide development and qualified through stereochemical identity as well as chemical purity.

CAS13594-51-9
Molecular formulaC6H13N3O3
Molecular weight175.19 g/mol

Product overview

D-Citrulline combines a free alpha-amino acid with a three-carbon side chain terminating in a urea function. Its D configuration distinguishes it from L-citrulline used in other biological contexts. The free amino and carboxyl groups also distinguish this material from protected citrulline reagents designed for a particular peptide-assembly strategy.

Chemical identity

Chemical name
D-Citrulline
CAS number
13594-51-9
Molecular formula
C6H13N3O3
Molecular weight
175.19 g/mol

Application context

D-Citrulline is used as a building block in solution-phase peptide synthesis. The D residue provides a defined stereochemical variation for peptide design, while the ureido side chain supplies a different functionality from the guanidino group of arginine. Specify the protection state required by the planned coupling sequence. Qualification should separate chemical assay, enantiomeric composition and rotation measured under agreed solvent and concentration conditions.

Chemistry and synthetic role

The alpha carbon is R; the side-chain ureido group is chemically distinct from arginine’s guanidine group.

Quality review

Establish D/L composition

Use a chiral method capable of resolving L-citrulline.

Confirm free amino-acid form

Distinguish unprotected D-citrulline from N-protected derivatives or salts.

Standardize rotation conditions

Record solvent, concentration and temperature when rotation supports identity.

Preparing a specification

Specify unprotected D-citrulline, chemical assay, L-enantiomer criterion, rotation conditions and water or residual-solvent requirements for the peptide route.

Packaging and storage

Confirm container compatibility, closure and net weight for the selected grade and destination. Follow the actual supplier SDS and batch label for storage and transport.

Documentation

Request the batch COA, SDS and analytical methods covering the agreed purchasing specification. Confirm which supporting chromatograms and application-specific records are available from the selected manufacturer.

Procurement questions

Can L-citrulline be substituted?

No; it reverses the alpha-carbon configuration and changes the intended peptide residue.

Is this ready for an Fmoc cycle?

It is the unprotected amino acid; match the protection strategy before coupling.

Does rotation replace a chiral assay?

Rotation supports identity but should be interpreted with method conditions and the required enantiomer limit.

Technical sources
  1. PubChem CAS identity lookupNCBI / PubChem
  2. D-Citrulline 27505Sigma-Aldrich