Biotinoyl tripeptide-1 | 299157-54-3

• 物质功能分类: 生物化工 - 多肽
• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: Biotinoyl tripeptide-1
• 英文别名: (2S)-2-[[(2S)-2-[[2-[5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoylamino]acetyl]amino]-3-(1H-imidazol-5-yl)propanoyl]amino]-6-aminohexanoic acid
• CAS: 299157-54-3
• 化学式: C₂₄H₃₈N₈O₆S
• 分子量: 566.682
• InChiKey: WCKVVODUWGBPQV-SOADLSRISA-N

物化性质

• 沸点：
  1128.5±65.0 °C(Predicted)
• 密度：
  1.321±0.06 g/cm3(Predicted)
• 溶解度：
  二甲基亚砜：5mg/mL； PBS（pH 7.2）：10mg/mL

计算性质

• 辛醇/水分配系数(LogP)：
  -3.6
• 重原子数：
  39
• 可旋转键数：
  17
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  246
• 氢给体数：
  8
• 氢受体数：
  9

制备方法与用途

概述

生物素三肽-1是一种将维生素H与Matrikine系列信号肽GHK相结合的三肽。

功效作用

生物素三肽-1可用于增长和增粗眼睫毛、眉毛以及头发。它是一款促进睫毛、头发和眉毛生长的护理产品，适用于睫毛膏、睫毛护理液及生发液等。

作用机理

通过增加细胞外基质如胶原蛋白IV和层粘连蛋白5的合成，延缓毛囊衰老并改善毛囊结构，有助于将头发牢固地固定在真皮毛囊内，从而预防脱发。同时，它还能激活组织修复基因表达，促进皮肤结构的重建与修复；此外，生物素三肽-1还能够促进细胞增殖和分化，刺激头发生长。

反应信息

• 作为产物：
  描述：

  五氟苯酚生物素酯 、 三胜肽 在 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 生成 Biotinoyl tripeptide-1
  参考文献：
  名称：

  A therapeutic approach for diabetic wound healing using biotinylated GHK incorporated collagen matrices

  摘要：

  Chronically elevated blood glucose levels result in reduced leukocyte function and cell malnutrition, which contribute to a high rate of wound infection and associated healing problems in diabetic patients. In the present study, the role of biotinylated GHK peptide (BioGHK) incorporated collagen biomaterial was tested for wound healing in diabetic rats. The rate of wound contraction and the levels of collagen, uronic acid, protein and DNA in the granulation tissue were determined. Further, the concentration of nitric oxide and other skin antioxidants was also monitored during the study. In diabetic rats treated with BioGHK incorporated collagen (Peptide Incorporated Collagen - PIC), the healing process was hastened with an increased rate of wound contraction. Glutathione (GSH) and ascorbic acid levels in the skin of streptozotocin-induced diabetic rats were higher in the PIC group as compared to control (Untreated) and collagen (Collagen Film - CF) treated groups. Superoxide dismutase (SOD) and catalase (CAT) activity was altered in all the groups. In vitro fibroblast cell culture studies suggest that PIC promotes fibroblast growth. Histological evaluation by haematoxylin-eosin and Masson's trichrome method revealed epithelialization, increased synthesis of collagen and activation of fibroblasts and mast cells in the PIC group. This study provides a rationale for the topical application of BioGHK incorporated collagen as a feasible and productive approach to support diabetic wound healing. (c) 2006 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.lfs.2006.09.018

文献信息

• Peptides and their use in the treatment of hair
  申请人：Avon Products, Inc.

  公开号：US10080714B2

  公开（公告）日：2018-09-25

  Peptides, topical compositions, and methods of improving health and/or appearance of human integuments, such as keratinous surfaces and fibers are provided. The peptides have from 3-12 amino acid residues and comprise the sequence YNT (SEQ ID NO: 1) or PVG (SEQ ID NO: 2).

  本发明提供了多肽、外用组合物以及改善人类器官（如角质表面和纤维）健康和/或外观的方法。肽具有 3-12 个氨基酸残基，由 YNT（SEQ ID NO: 1）或 PVG（SEQ ID NO: 2）序列组成。
• Formulations and method for treating baldness
  申请人：Lintner Karl

  公开号：US20060067905A1

  公开（公告）日：2006-03-30

  The present invention includes 1) a novel formulation for the treatment of hair loss comprising oleanolic acid (a 5α-reductase inhibitor), apigenin (a vasodilator), and biotinyl-GHK (a cell metabolism stimulant), 2) a novel additive for the treatment of hair loss comprising oleanolic acid, apigenin, biotinyl-GHK and a delivery agent, 3) a personal care, cosmetic, and/or dermopharmaceutical composition comprising oleanolic acid, apigenin, biotinyl-GHK, and at least one additional ingredient, and 4) a method for treating hair loss comprising the administration of oleanolic acid, apigenin, and biotinyl-GHK.

  本发明包括：1）一种治疗脱发的新型制剂，包含齐墩果酸（一种5α-还原酶抑制剂）、芹菜素（一种血管扩张剂）和生物素基-GHK（一种细胞代谢刺激剂）；2）一种治疗脱发的新型添加剂，包含齐墩果酸、芹菜素、生物素基-GHK和一种递送剂；3）一种个人护理、化妆品和/或皮肤药物组合物，包含齐墩果酸、芹菜素、生物素基-GHK和至少一种个人护理、化妆品和/或皮肤药物组合物、3）一种个人护理、化妆品和/或皮肤药物组合物，包括齐墩果酸、芹菜素、生物素-GHK 和至少一种额外成分；以及 4）一种治疗脱发的方法，包括施用齐墩果酸、芹菜素和生物素-GHK。
• COMPOSITIONS AND METHODS FOR ENHANCING EYELASHES
  申请人：Avon Products, Inc.

  公开号：EP2498750A1

  公开（公告）日：2012-09-19
• METHOD FOR ENHANCING THE GROWTH AND FULLNESS OF HAIR
  申请人：Avon Products, Inc.

  公开号：EP2755667A2

  公开（公告）日：2014-07-23
• PEPTIDES AND THEIR USE IN THE TREATMENT OF HAIR
  申请人：Avon Products, Inc.

  公开号：EP3380112A1

  公开（公告）日：2018-10-03