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G5294

Sigma-Aldrich

钛-2133

≥98% (HPLC), solid

别名:

N-[[4-(Imidazol-4-yl)methylamino]-2-(1-naphthyl)benzoyl]leucine trifluoroacetate salt

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About This Item

经验公式（希尔记法）:
C27H28N4O3 · C2HF3O2
CAS号:
1217480-14-2
分子量:
570.56
MDL编号:
MFCD07776925
UNSPSC代码:
12352200
PubChem化学物质编号:
24724491
NACRES:
NA.77
价格与库存信息目前不能提供

质量水平

100

方案

≥98% (HPLC)

表单

solid

颜色

white to beige

mp

103-118.5 °C

溶解性

DMSO: 25 mg/mL
H2O: insoluble

储存温度

−20°C

SMILES字符串

OC(=O)C(F)(F)F.CC(C)C[C@H](NC(=O)c1ccc(NCc2c[nH]cn2)cc1-c3cccc4ccccc34)C(O)=O

InChI

1S/C27H28N4O3.C2HF3O2/c1-17(2)12-25(27(33)34)31-26(32)23-11-10-19(29-15-20-14-28-16-30-20)13-24(23)22-9-5-7-18-6-3-4-8-21(18)22;3-2(4,5)1(6)7/h3-11,13-14,16-17,25,29H,12,15H2,1-2H3,(H,28,30)(H,31,32)(H,33,34);(H,6,7)/t25-;/m0./s1

InChI key

FXXUNOYBYJFSRB-UQIIZPHYSA-N

基因信息

human ... FNTA(2339) , PGGT1B(5229)

应用

GGTI-2133 has been used
  • To understand the role of geranylgeranyl transferase in the regulation of CXC chemokine production and neutrophil recruitment in the lung.[1]
  • To study the importance of geranylgeranylation in cell adhesion.[2]
  • To measure ligand-induced ADP-ribosylation factor 6 (Arf6) activation in breast cancer cells.[3]

生化/生理作用

GGTI-2133 is a cell-permeable non-thiol peptidomimetic that acts as a potent and selective inhibitor of geranylgeranyltransferase I (GGTase I; IC50 = 38 nM) with a 140-fold selectivity over farnesyltransferase (FTase; IC50 = 5.4 μM).
GGTase I mediates prenylation to induce the oncogenic functions of the Ras and Rho proteins. Thus, GGTase I inhibitors can be utilized as effective anticancer drugs.[4] They are also useful in treating inflammation, atherosclerosis, multiple sclerosis and other diseases.[5]

象形图

Exclamation mark
GHS07

警示用语：

Warning

危险声明

H315,H319,H335

危险分类

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

靶器官

Respiratory system

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
056M4615V
064M4601V
064K4623

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Craig S Clements et al.
Biogerontology, 20(3), 337-358 (2019-05-02)
Hutchinson-Gilford progeria syndrome (HGPS) is a rare, premature ageing syndrome in children. HGPS is normally caused by a mutation in the LMNA gene, encoding nuclear lamin A. The classical mutation in HGPS leads to the production of a toxic truncated
P53-and mevalonate pathway-driven malignancies require Arf6 for metastasis and drug resistance
Hashimoto A, et al.
The Journal of Cell Biology, 213(1), 81-95 (2016)
Geranylgeranyltransferase I inhibitors target RalB to inhibit anchorage-dependent growth and induce apoptosis and RalA to inhibit anchorage-independent growth
Falsetti SC, et al.
Molecular and cellular biology, 27(22), 8003-8014 (2007)
Discovery of Geranylgeranyltransferase-I Inhibitors with Novel Scaffolds by the Means of Quantitative Structure-Activity Relationship Modeling, Virtual Screening, and Experimental Validation
Peterson YK, et al.
Journal of medicinal chemistry, 52(14), 4210-4220 (2009)
Geranylgeranyl transferase regulates CXC chemokine formation in alveolar macrophages and neutrophil recruitment in septic lung injury
Hasan Z, et al.
American Journal of Physiology. Lung Cellular and Molecular Physiology, 304(4), L221-L229 (2012)
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