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Merck

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號碼:
MDL號碼:
分類程式碼代碼:
12352209
eCl@ss:
32160406
PubChem物質ID:
NACRES:
NA.26

product name

p-Fluoro-DL-phenylalanine,

化驗

≥98.0% (TLC)

形狀

powder

顏色

white to off-white

mp

253-255 °C (dec.) (lit.)

應用

peptide synthesis

SMILES 字串

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 密鑰

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.

象形圖

Skull and crossbones

訊號詞

Danger

危險聲明

防範說明

危險分類

Acute Tox. 2 Oral

儲存類別代碼

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

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
Eduardo Cebollero et al.
Applied and environmental microbiology, 70(12), 7018-7023 (2004-12-03)
Genetic improvement of industrial yeast strains is restricted by the availability of selectable transformation markers. Antibiotic resistance markers have to be avoided for public health reasons, while auxotrophy markers are generally not useful for wine yeast strain transformation because most
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
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
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)

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