GRGDSPK | 111119-28-9

• 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: GRGDSPK
• 英文别名: Glycyl-arginyl-glycyl-aspartyl-seryl-prolyl-lysine；(2S)-6-amino-2-[[(2S)-1-[(2S)-2-[[(2S)-2-[[2-[[(2S)-2-[(2-aminoacetyl)amino]-5-(diaminomethylideneamino)pentanoyl]amino]acetyl]amino]-3-carboxypropanoyl]amino]-3-hydroxypropanoyl]pyrrolidine-2-carbonyl]amino]hexanoic acid
• CAS: 111119-28-9
• 化学式: C₂₈H₄₉N₁₁O₁₁
• 分子量: 715.764
• InChiKey: ZRVZOBGMZWVJOS-VMXHOPILSA-N

物化性质

• 密度：
  1.59±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -10.7
• 重原子数：
  50
• 可旋转键数：
  23
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  377
• 氢给体数：
  12
• 氢受体数：
  14

制备方法与用途

生物活性

GRGDSPK (EMD 56574) 是一种包含精氨酸-甘氨酸-天冬氨酸 (RGD) 的多肽，是一种竞争性且可逆的抑制肽，用于研究整联蛋白在骨形成和吸收中的作用。

体外研究

1. GRGDSPK（EMD 56574; RGD; 浓度范围：0.1-50 μM；时间：4 天）以剂量依赖性的方式抑制矿化，通过测量隔膜骨 18 日龄孕 SPrague-Dawley 腹腔内的组织钙含量和骨硬化面积进行确定。

2. GRGDSPK（浓度：10, 50 μM；时间：4 天）显著改变了骨骼形态，导致成骨细胞和矿化基质的组织破坏。

3. 当添加 RGD（250 μM）时，野生型细胞团的平均大小显著增加，这表明 GRGDSPK 能够阻断整联蛋白-纤维连蛋白结合。

4. 野生型中胚层祖细胞在添加 GRGDSPK（250 μM）后表现出明显的黏附力和工作量减少，进一步证实了这些参数与纤维连蛋白特异性有关，并表明表达于中胚层祖细胞中的整联蛋白参与其中。

5. 添加含有 RGD 的 GRGDSPK (1.5 mM, 1.0 mM, 和 0.5 mM) 及 RGD 改变的肽，会降低精子与牛卵子受精的能力，并表现出剂量依赖性减少的分裂率。

反应信息

• 作为反应物：
  描述：

  GRGDSPK 在 ammonium hydroxide 、 三乙基碳酸氢铵缓冲液 作用下， 以 水 、 二甲基亚砜 为溶剂， 反应 1.0h， 生成 C₄₆H₇₄N₁₄O₁₃
  参考文献：
  名称：

  Guanidination of lysine residue improves the sensitivity and facilitates the interpretation of free radical initiated peptide sequencing (FRIPS) mass spectrometry results

  摘要：

  Lysine-containing peptides, which are often found in tryptic peptide mixtures, frequently undergo double conjugations with o-TEMPO-Bz-C(O)- groups in TEMPO-assisted free radical-initiated peptide sequencing (FRIPS) mass spectrometry applications because of the facile conjugation reaction at the epsilon-primary amino group of the lysine side chain. Doubly conjugated peptides required an additional collisional activation step because they include two free radical initiators, which is not favorable for the applications of the FRIPS approach in practical peptide MS analysis. To avoid this issue, this study introduces a new strategy of guanidinating lysine-containing peptides prior to the o-TEMPO-Bz-C(O)- conjugation. The guanidination step was found to be readily incorporated into our TEMPO-assisted FRIPS procedure with high yield. More importantly, the guanidinated peptides were demonstrated to undergo radical-driven peptide backbone fragmentations, similar to peptides that lack a lysine residue. In summary, combined with the guanidination step, the TEMPO-assisted FRIPS MS offers another practical tool that can be used to analyze and characterize peptides. (C) 2015 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ijms.2015.06.019

文献信息

• Device and process for producing fiber products and fiber products produced thereby
  申请人：LifeNet Health

  公开号：US10905801B2

  公开（公告）日：2021-02-02

  The present invention is directed to a fiber, preferably bone fiber, having a textured surface, which acts as an effective binding substrate for bone-forming cells and for the induction or promotion of new bone growth by bone-forming cells, which bind to the fiber. Methods of using the bone fibers to induce or promote new bone growth and bone material compositions comprising the bone fibers are also described. The invention further relates to a substrate cutter device and cutter, which are effective in producing substrate fibers, such as bone fibers.

  本发明涉及一种纤维，最好是骨纤维，它具有纹理表面，可作为骨形成细胞的有效结合基质，并可诱导或促进与纤维结合的骨形成细胞的新骨生长。本发明还描述了使用骨纤维诱导或促进新骨生长的方法以及包含骨纤维的骨材料组合物。本发明还涉及一种基质切割装置和切割器，可有效生产基质纤维，如骨纤维。
• Methods and compositions for wound healing
  申请人：IMBED BIOSCIENCES, INC.

  公开号：US10940120B2

  公开（公告）日：2021-03-09

  The present invention relates to methods and compositions for wound healing. In particular, the present invention relates to promoting and enhancing wound healing by utilizing cross-linker covalent modification molecules to attach and deliver wound active agents to a wound. In addition, the present invention provides methods and compositions utilizing oppositely charged polymers to form a polyelectrolyte layer on a wound surface. The invention further relates to incorporating wound active agents into a polyelectrolyte layer for delivery to a wound.

  本发明涉及伤口愈合的方法和组合物。特别是，本发明涉及利用交联剂共价修饰分子将伤口活性剂附着和输送到伤口，从而促进和增强伤口愈合。此外，本发明还提供了利用带相反电荷的聚合物在伤口表面形成聚电解质层的方法和组合物。本发明还涉及将伤口活性剂掺入聚电解质层以输送到伤口。
• METHOD AND DEVICE FOR PROTEIN DELIVERY INTO CELLS
  申请人：CORNING INCORPORATED

  公开号：EP1525473A2

  公开（公告）日：2005-04-27
• METHOD FOR PROTEIN DELIVERY INTO CELLS
  申请人：Corning Incorporated

  公开号：EP1525473B1

  公开（公告）日：2009-03-18
• METHODS AND COMPOSITIONS FOR WOUND HEALING
  申请人：Imbed Biosciences, Inc.

  公开号：EP2262474B1

  公开（公告）日：2019-07-03