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47729

Sigma-Aldrich

N-甲酰-甲硫氨酰-亮氨酰-苯丙氨酸

≥99.0% (TLC), BioXtra

别名:

N-甲酰-L-甲硫氨酰-L-亮氨酰-L-苯丙氨酸, fMLF, fMLP（用词错误，但已被广泛使用）, 趋化肽

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About This Item

经验公式（希尔记法）:
C21H31N3O5S
CAS号:
59880-97-6
分子量:
437.55
Beilstein:
2315783
MDL编号:
MFCD00036780
UNSPSC代码:
12352209
PubChem化学物质编号:
57651094
NACRES:
NA.26

产品名称

N-甲酰-甲硫氨酰-亮氨酰-苯丙氨酸, BioXtra, ≥99.0% (TLC)

产品线

BioXtra

方案

≥99.0% (TLC)

表单

powder

颜色

white

溶解性

DMF: 50 mg/mL, clear, colorless

应用

cell analysis

储存温度

2-8°C

SMILES字符串

CSCC[C@H](NC=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](Cc1ccccc1)C(O)=O

InChI

1S/C21H31N3O5S/c1-14(2)11-17(23-19(26)16(22-13-25)9-10-30-3)20(27)24-18(21(28)29)12-15-7-5-4-6-8-15/h4-8,13-14,16-18H,9-12H2,1-3H3,(H,22,25)(H,23,26)(H,24,27)(H,28,29)/t16-,17-,18-/m0/s1

InChI key

PRQROPMIIGLWRP-BZSNNMDCSA-N

基因信息

human ... FPR1(2357)

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相关类别

Amino Acid Sequence

NFor-Met-Leu-Phe

应用

1.第4和第5应用无法访问
2.第3应用不相关。

生化/生理作用

N-甲酰基-Met-Leu-Phe是一种有效的趋化肽和甲酰肽受体（FPR）激动剂，可诱导巨噬细胞的代谢爆发，伴随呼吸四氯、溶酶体酶分泌和超氧阴离子产生的增加。
有效的趋化肽。诱导巨噬细胞的代谢爆发，并伴随着呼吸速率的增加、溶酶体酶的分泌以及超氧阴离子的产生。

包装

无底玻璃瓶。内含物在插入的融合锥体内。

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

Eyeshields, Gloves, type N95 (US)

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
BCCN0534
BCCK3106
BCCH2160
BCCC3535
BCBT6614

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C Dahlgren et al.
Blood, 95(5), 1810-1818 (2000-02-26)
A D-methionine-containing peptide, Trp-Lys-Tyr-Met-Val-D-Met-NH(2) (WKYMVm), featuring a unique receptor specificity was investigated with respect to its ability to activate neutrophil effector functions. The peptide was found to be more potent than the N-formylated peptide N-formyl-Met-Leu-Phe (fMLF) at inducing neutrophil chemotaxis
J James B Edelman et al.
Shock (Augusta, Ga.), 39(2), 149-154 (2013-01-18)
Persistent alteration to host polymorphonuclear cell (PMN) physiology has been demonstrated after cardiac surgery performed with cardiopulmonary bypass (CPB). However, to date, PMN physiology and function beyond the first 24 h have not been investigated after cardiac surgery performed without
Karama Makni-Maalej et al.
Journal of immunology (Baltimore, Md. : 1950), 189(9), 4657-4665 (2012-09-25)
Superoxide anion production by the neutrophil NADPH oxidase plays a key role in host defense; however, excessive superoxide production is believed to participate to inflammatory reactions. Neutrophils express several TLR that recognize a variety of microbial motifs or agonists. The
Loïc Rolas et al.
Hepatology (Baltimore, Md.), 57(3), 1163-1171 (2012-10-20)
Cirrhosis is commonly accompanied by impaired defense functions of polymorphonuclear leucocytes (PMNs), increased patient susceptibility to infections, and hepatocellular carcinoma (HCC). PMN antimicrobial activity is dependent on a massive production of reactive oxygen species (ROS) by nicotinamide adenine dinucleotide phosphate
Lunhua Liu et al.
Molecular biology of the cell, 23(24), 4751-4765 (2012-10-26)
Integrin activation is required to facilitate multiple adhesion-dependent functions of neutrophils, such as chemotaxis, which is critical for inflammatory responses to injury and pathogens. However, little is known about the mechanisms that mediate integrin activation in neutrophils. We show that
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