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Merck
CN

F5251

Sigma-Aldrich

p-Fluoro-DL-phenylalanine

≥98.0% (TLC)

别名:

4-fluoro-phenylalanine

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About This Item

线性分子式:
FC6H4CH2CH(NH2)COOH
CAS号:
分子量:
183.18
Beilstein:
2938793
EC 号:
MDL编号:
UNSPSC代码:
12352209
eCl@ss:
32160406
PubChem化学物质编号:
NACRES:
NA.26

product name

p-Fluoro-DL-phenylalanine,

检测方案

≥98.0% (TLC)

质量水平

形式

powder

颜色

white to off-white

mp

253-255 °C (dec.) (lit.)

应用

peptide synthesis

SMILES字符串

NC(Cc1ccc(F)cc1)C(O)=O

InChI

1S/C9H10FNO2/c10-7-3-1-6(2-4-7)5-8(11)9(12)13/h1-4,8H,5,11H2,(H,12,13)

InChI key

XWHHYOYVRVGJJY-UHFFFAOYSA-N

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生化/生理作用

Inhibits mitosis and reversibly arrests HeLa cells in G2.
p-Fluoro-DL-phenylalanine (pFPhe), a toxic antimetabolite, is a racemic mixture of a substituted (halogenated) benzoyl D and L phenylalanine useful as a selection marker for wine yeast transformation and with potential use in endomorphin, antiviral, and antimicrobial drug development. Phenylalanine analogue, rho-fluorophenylalanine (pFPhe) is also used to induce apoptosis.

象形图

Skull and crossbones

警示用语:

Danger

危险声明

预防措施声明

危险分类

Acute Tox. 2 Oral

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges


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Hae Sun Park et al.
Biochemical and biophysical research communications, 377(1), 280-285 (2008-10-11)
Phenylalanine analog, rho-fluorophenylalanine (pFPhe)-mediated cytotoxicity and several apoptotic events including mitochondrial cytochrome c release, activation of caspase-9, -3, and -8, Bid cleavage, degradation of PARP and PLCgamma-1, and DNA fragmentation were more significant in p56(lck)-deficient Jurkat T cells (JCaM1.6) than
Jayapal Reddy Mallareddy et al.
Journal of medicinal chemistry, 54(5), 1462-1472 (2011-02-04)
This study reports on new proteolytically stable, pharmacologically active endomorphin analogues, incorporating Dmt(1), Achc(2), pFPhe(4), or βMePhe(4) unnatural amino acids. Consistent with earlier results, it was found that the analogues carrying Dmt(1) and Achc(2) residues displayed the highest μ-opioid receptor
Tomáš Štětina et al.
Insect biochemistry and molecular biology, 105, 60-68 (2019-01-21)
The biochemical and molecular mechanisms underlying insect cold acclimation prior to cold stress are relatively well explored, but the mechanisms linked to recovery and repair after cold stress have received much less attention. Here we focus on recovery from cold
Arthur Hawtrey et al.
Nucleosides, nucleotides & nucleic acids, 27(9), 1011-1023 (2008-08-20)
N-Acylated derivatives of 8-(6-aminohexyl) amino-adenosine-5 '-phosphate were prepared and studied with regard to their effect on DNA synthesis by the Moloney leukemia virus reverse transcriptase. N-palmitoyl and N-nicotinyl derivatives and bis-8-(6-aminohexyl) amino-5'-AMP inhibited the enzyme partially using poly (rA).oligo d(pT)(16-18)
H Kloosterman et al.
Microbiology (Reading, England), 149(Pt 11), 3321-3330 (2003-11-06)
Prephenate dehydratase (PDT), chorismate mutase (CM) and 3-deoxy-D-arabino-7-heptulosonate 7-phosphate (DAHP) synthase are key regulatory enzymes in aromatic amino acid biosynthesis in the actinomycete Amycolatopsis methanolica. Deregulated, feedback-control-resistant mutants were isolated by incubation of A. methanolica on glucose mineral agar containing

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