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Key Documents

SML1594

Sigma-Aldrich

西仑吉肽三氟乙酸盐

≥95% (HPLC)

同義詞:

2,2,2-三氟乙酸, EMD 121974, NSC 707544, c(RGDF(NMe)V), 环(L-精氨酰甘氨酰-L-a-天冬氨酰-D-苯丙氨酰-N-甲基-L-缬氨酰), 2,2,2-三氟乙酸

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About This Item

經驗公式（希爾表示法）:
C27H40N8O7 · xC2HF3O2
CAS號碼:
188968-51-6
分子量：:
588.66 (free base basis)
分類程式碼代碼:
12352106
NACRES:
NA.77

品質等級

100

化驗

≥95% (HPLC)

形狀

powder

顏色

white to beige

溶解度

H2O: 20 mg/mL, clear

儲存溫度

−20°C

InChI

1S/C27H40N8O7/c1-15(2)22-25(41)33-17(10-7-11-30-27(28)29)23(39)31-14-20(36)32-18(13-21(37)38)24(40)34-19(26(42)35(22)3)12-16-8-5-4-6-9-16/h4-6,8-9,15,17-19,22H,7,10-14H2,1-3H3,(H,31,39)(H,32,36)(H,33,41)(H,34,40)(H,37,38)(H4,28,29,30)/t17-,18-,19+,22-/m0/s1

InChI 密鑰

AMLYAMJWYAIXIA-VWNVYAMZSA-N

應用

西仑吉肽(cilengitide)的三氟乙酸盐已用作整合素αvβ5的抑制剂。

生化／生理作用

对多形性胶质母细胞瘤具有抗肿瘤活性。整合素是α和β链的异二聚体，作为跨膜受体负责细胞与细胞、细胞与胞外基质作用。可调控肿瘤血管生成、侵袭和迁移。
西仑吉肽(cilengitide)是可充当整合素拮抗剂的血管靶向制剂(VTA)。 西仑吉肽是一种含Arg-Gly-Glu(RGD)的环状五肽，可选择性抑制整合素的αvβ3和αvβ5。

儲存類別代碼

11 - Combustible Solids

水污染物質分類（WGK）

WGK 3

分析證明 (COA)

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David A Reardon et al.
Expert opinion on investigational drugs, 17(8), 1225-1235 (2008-07-12)
Glioblastoma multiforme (GBM), a highly invasive and vascular cancer, responds poorly to conventional cytotoxic therapy. Integrins, widely expressed in GBM and tumor vasculature, mediate cell survival, migration and angiogenesis. Cilengitide is a potent alphavbeta3 and alphavbeta5 integrin inhibitor. To summarize
Activation of Hepatic Stellate Cells During Liver Carcinogenesis Requires Fibrinogen/Integrin αvβ5 in Zebrafish.
Yan C, et al.
Neoplasia, 20(5), 533-542 (2018)
David A Reardon et al.
Journal of clinical oncology : official journal of the American Society of Clinical Oncology, 26(34), 5610-5617 (2008-11-05)
Cilengitide, an inhibitor of alphavbeta3 and alphavbeta5 integrin receptors, demonstrated minimal toxicity and durable activity across a wide range of doses administered to adults with recurrent glioblastoma multiforme (GBM) in a prior phase I study. The current multicenter phase II
Nikolina Stojanović et al.
Molecular pharmacology, 94(6), 1334-1351 (2018-09-29)
Low survival rates of patients with metastatic triple-negative breast cancer (TNBC) and melanoma, in which current therapies are ineffective, emphasize the need for new therapeutic approaches. Integrin β1 appears to be a promising target when combined with chemotherapy, but recent
Zayda L Piedra-Quintero et al.
Frontiers in immunology, 9, 3118-3118 (2019-01-29)
Intestinal macrophages are highly mobile cells with extraordinary plasticity and actively contribute to cytokine-mediated epithelial cell damage. The mechanisms triggering macrophage polarization into a proinflammatory phenotype are unknown. Here, we report that during inflammation macrophages enhance its intercellular adhesion properties
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