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The development of peptide inhibitors is a promising approach to modulate the interaction of Sema\u20103A with its receptor NRP\u20101. Few interaction points between these binding partners are known. However, an immunoglobulin\u2010like domain\u2010derived peptide of Sema\u20103A has shown a positive effect on cell proliferation. To specify these interactions between the peptide inhibitor and the Sema\u20103A\u2013NRP\u20101 system, the peptides were modified with the photoactivatable amino acids 4\u2010benzoyl\u2010<jats:sc>l<\/jats:sc>\u2010phenylalanine or photo\u2010<jats:sc>l<\/jats:sc>\u2010leucine by solid\u2010phase peptide synthesis. Activity was tested by an enzyme\u2010linked immunosorbent\u2010based binding assay, and crosslinking experiments were analyzed by Western blot and mass spectrometry, demonstrating a specific binding site of the peptide at Sema\u20103A. 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