YVLWKRKRKFCFI-NH2 | 1385013-75-1

• 分子结构分类: 有机化合物 - 有机聚合物 - 多肽
• 英文名称: YVLWKRKRKFCFI-NH2
• CAS: 1385013-75-1
• 化学式: C₈₈H₁₃₆N₂₄O₁₄S
• 分子量: 1786.27
• InChiKey: OQISCECMBNQVPO-GWNBYSCFSA-N

反应信息

• 作为反应物：
  描述：

  C₄₀H₄₀N₆O₅ 、 YVLWKRKRKFCFI-NH2 在 N,N-二异丙基乙胺 作用下， 以 二甲基亚砜 为溶剂， 以56%的产率得到
  参考文献：
  名称：

  Lipopolysaccharide Neutralizing Peptide–Porphyrin Conjugates for Effective Photoinactivation and Intracellular Imaging of Gram-Negative Bacteria Strains

  摘要：

  A simple and specific strategy based on the bioconjugation of a photosensitizer protophophyrin IX (PpIX) with a lipopolysaccharide (LPS) binding antimicrobial peptide YI13WF (YVLWKRKRKFCFI-Amide) has been developed for the effective fluorescent imaging and photodynamic inactivation of Gram-negative bacterial strains. The intracellular fluorescent imaging and photodynamic antimicrobial chemotherapy (PACT) studies supported our hypothesis that the PpIX-YI13WF conjugates could serve as efficient probes to image the bacterial strains and meanwhile indicated the potent activities against Gram-negative bacterial pathogens especially for those with antibiotics resistande when exposed to the white light irradiation. Compared to the monomeric PpIX-YI13WF conjugate, the dimeric conjugate indicated the stronger fluorescent imaging signals and higher photoinactivation toward the Gram-negative bacterial pathogens throughout the whole concentration range. In addition, the photodynamic bacterial inactivation also demonstrated more potent activity than the minimum inhibitory concentration (MIC) values of dimeric PpIX-YI13WF conjugate itself observed for E. coli DHSa (similar to 4 times), S. enterica times), and other Gram-negative strains including antibiotic resistant E coli BL21 (similar to 8 times) and K. pneumoniae (similar to 16 times). Moreover, both fluorescent imaging and photoinactivation measurements also demonstrated that the dimeric PpLX-YI13WF conjugate could selectively recognize bacterial strains over mammalian cells and generate less photo damage to mammalian cells. We believed that the enhanced fluorescence and bacterial inactivation were probably attributed to the higher binding affinity between dimeric photosensitizer peptide conjugate and LPS components on the surface of bacterial strains, which were the results of efficient multivalent interactions.

  DOI：

  10.1021/bc300203d