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The crude enzyme (PH-1) isolated from Pseudostellaria heterophylla by our group has catalyzed enzymatic cyclization of linear peptide NH2-Gly1-Gly2-Leu-Pro-Pro-Pro-Ile-Phe-COOH (4) into cyclopeptide heterophyllin B (HB) from plant for the first time. To ensure this reaction, some analytical methods including TLC, HPLC, MS, NMR, and 13C labeling were used to prove that the reaction of substrate 4 sharing residue of NH-Phe-Gly-CO was successful.