Zecchini G P, Paradisi M P, Torrini I, Lucente G, Traniello S, Spisani S
Dipartimento di Studi Farmaceutici, Università La Sapienza, Roma, Italy.
Arch Pharm (Weinheim). 1993 Aug;326(8):461-5. doi: 10.1002/ardp.19933260807.
The new fMLP analog HCO-Hmb-Leu-Phe-OMe (1), containing (S)-2-hydroxy-4-(methylthio)butyric acid (Hmb) in place of L-methionine at the N-terminal position, has been synthesized and fully characterized. The peptide 1 has been designed in order to improve the understanding of the role exerted by the formamido group in the binding interaction with the formylpeptide chemotactic receptors. Chemotaxis, superoxide anion production, and lysozyme release have been measured for both 1 and its deformylated analog Hmb-Leu-Phe-OMe 2. Results indicate that a strong hydrogen bond of the OH....O = C type may complement a weak H-bonding interaction involving the formylic proton as H-bond donor.
新型甲酰甲硫氨酰-亮氨酰-苯丙氨酰-蛋氨酸类似物HCO-Hmb-Leu-Phe-OMe（1）已被合成并进行了全面表征，该类似物在N端位置用（S）-2-羟基-4-（甲硫基）丁酸（Hmb）取代了L-甲硫氨酸。设计肽1是为了更好地理解甲酰胺基在与甲酰肽趋化受体结合相互作用中所起的作用。已对1及其去甲酰化类似物Hmb-Leu-Phe-OMe 2进行了趋化性、超氧阴离子产生和溶菌酶释放的测定。结果表明，OH....O = C型强氢键可能补充了涉及甲酰基质子作为氢键供体的弱氢键相互作用。
