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571261

Sigma-Aldrich

Piperidin

biotech. grade, ≥99.5%

Synonym(e):

Hexahydropyridin

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About This Item

Empirische Formel (Hill-System):
C5H11N
CAS-Nummer:
110-89-4
Molekulargewicht:
85.15
Beilstein:
102438
EG-Nummer:
203-813-0
MDL-Nummer:
MFCD00005979
UNSPSC-Code:
12352005
PubChem Substanz-ID:
329758271
NACRES:
NA.21
Qualität:
biotech. grade
Assay:
≥99.5%
Methode(n):
DNA sequencing: suitable
bp:
106 °C (lit.)
106 °C
Dampfdruck:
23 mmHg ( 20 °C)

Qualität

biotech. grade

Qualitätsniveau

100

Dampfdichte

3 (vs air)

Dampfdruck

23 mmHg ( 20 °C)

Assay

≥99.5%

Form

liquid

Methode(n)

DNA sequencing: suitable

Verunreinigungen

<0.3% water

Brechungsindex

n20/D 1.452 (lit.)

bp

106 °C (lit.)
106 °C

mp (Schmelzpunkt)

−13 °C (lit.)

Löslichkeit

organic solvents: soluble(lit.)
water: miscible(lit.)

Dichte

0.862 g/mL at 20 °C (lit.)

λ

1 cm path, H2O reference

UV-Absorption

λ: 290 Amax: <1.000
λ: 370 Amax: <0.050

SMILES String

C1CCNCC1

InChI

1S/C5H11N/c1-2-4-6-5-3-1/h6H,1-5H2

InChIKey

NQRYJNQNLNOLGT-UHFFFAOYSA-N

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Allgemeine Beschreibung

Piperidine, a heterocyclic cyclohexane is a volatile secondary amine. Maxam-Gilbert chemical method, a DNA sequencing technology employs piperidine to rupture DNA strands at damaged base site. Its crystal structure analyzed at 150K shows hydrogen bonding between NH groups. Piperidine ring forms a part of many naturally occuring alkaloids. It is prepared on an industrial scale by the hydrogenation of pyridine in the presence of nickel catalyst. The 1H NMR spectrum of piperidine has been recorded.

Anwendung

Fits Applied Biosystems 431 and 433A peptide synthesizers.
Piperidine has been used in combination with DMF (dimethylformamide) for the removal of Fmoc (fluorenylmethyloxycarbonyl) group from the N-terminal amino group during peptide synthesis.

Signalwort

Danger

Gefahreneinstufungen

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B

Lagerklassenschlüssel

3 - Flammable liquids

WGK

WGK 1

Flammpunkt (°F)

60.8 °F - closed cup

Flammpunkt (°C)

16 °C - closed cup

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W B Mattes et al.
Biochimica et biophysica acta, 868(1), 71-76 (1986-10-16)
The volatile, secondary amine piperidine is used in the Maxam-Gilbert chemical method of DNA sequencing to create strand breaks in DNA at sites of damaged bases. As such it is often used in generalized studies of DNA damage to identify
Peptide Synthesis.
Miao Z and Cheng Z
Bio-protocol, 2(14) (2012)
Andrew Parkin et al.
Acta crystallographica. Section B, Structural science, 60(Pt 2), 219-227 (2004-03-16)
The crystal structures of piperazine, piperidine and morpholine have been determined at 150 K. All three structures are characterized by the formation of NH...N hydrogen-bonded chains. In piperazine these are linked to form sheets, but the chains are shifted so
Xuwang Chen et al.
Bioorganic & medicinal chemistry, 20(12), 3856-3864 (2012-05-18)
A novel series of piperidine-linked amino-triazine derivatives were designed, synthesized and evaluated for in vitro anti-HIV activity as non-nucleoside reverse transcriptase inhibitors on the basis of our previous work. Screening results indicated that most compounds showed excellent activity against wild-type
Marek Łuczkowski et al.
Inorganic chemistry, 47(23), 10875-10888 (2008-10-31)
A de novo protein design strategy provides a powerful tool to elucidate how heavy metals interact with proteins.Cysteine derivatives of the TRI peptide family (Ac-G(LKALEEK)4G-NH2) have been shown to bind heavy metals in an unusual trigonal geometry. Our present objective
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