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PIPES

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This article is about the biochemical buffer PIPES. For other uses, see Pipe (disambiguation).
PIPES
Chemical structure of PIPES
Names
Preferred IUPAC name 2,2′-(Piperazine-1,4-diyl)di(ethane-1-sulfonic acid)
Other names PIPES
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.024.598 Edit this at Wikidata
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C8H18N2O6S2/c11-17(12,13)7-5-9-1-2-10(4-3-9)6-8-18(14,15)16/h1-8H2,(H,11,12,13)(H,14,15,16)Key: IHPYMWDTONKSCO-UHFFFAOYSA-N
  • InChI=1/C8H18N2O6S2/c11-17(12,13)7-5-9-1-2-10(4-3-9)6-8-18(14,15)16/h1-8H2,(H,11,12,13)(H,14,15,16)Key: IHPYMWDTONKSCO-UHFFFAOYAG
SMILES
  • C1CN(CCN1CCS(=O)(=O)O)CCS(=O)(=O)O
Properties
Chemical formula C8H18N2O6S2
Molar mass 302.37
Appearance White powder
Melting point Decomposes above 300 °C
Boiling point Decomposes
Solubility in water 1 g/L (100 °C)
Hazards
Occupational safety and health (OHS/OSH):
Main hazards Irritant
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 1: Exposure would cause irritation but only minor residual injury. E.g. turpentineFlammability 0: Will not burn. E.g. waterInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
1 0 0
Safety data sheet (SDS) External MSDS
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒N verify (what is  ?) Infobox references
Chemical compound

PIPES (piperazine-N,N′-bis(2-ethanesulfonic acid)) is a frequently used buffering agent in biochemistry. It is an ethanesulfonic acid buffer developed by Good et al. in the 1960s.

Applications

PIPES has two pKa values. One pKa (6.76 at 25 °C) is near the physiological pH which makes it useful in cell culture work. Its effective buffering range is 6.1-7.5 at 25 °C. The second pKa value is at 2.67 with a buffer range of from 1.5-3.5. PIPES has been documented minimizing lipid loss when buffering glutaraldehyde histology in plant and animal tissues. Fungal zoospore fixation for fluorescence microscopy and electron microscopy were optimized with a combination of glutaraldehyde and formaldehyde in PIPES buffer. It has a negligible capacity to bind divalent ions.

See also

References

  1. Good, Norman E.; Winget, G. Douglas; Winter, Wilhelmina; Connolly, Thomas N.; Izawa, Seikichi; Singh, Raizada M. M. (1966). "Hydrogen Ion Buffers for Biological Research". Biochemistry. 5 (2): 467–77. doi:10.1021/bi00866a011. PMID 5942950.
  2. Salema, R. and Brando, I., J. Submicr. Cytol., 9, 79 (1973).
  3. Schiff, R.I. and Gennaro, J.F., Scaning Electron Microsc., 3, 449 (1979).
  4. Hardham, A.R. (1985). "Studies on the cell surface of zoospores and cysts of the fungus Phytophthora cinnamomi: The influence of fixation on patterns of lectin binding". Journal of Histochemistry. 33 (2): 110–8. doi:10.1177/33.2.3918095. PMID 3918095.
  5. "Hopax Fine Chemicals - Biological buffers and their interactions with metal ions".
Piperazines
Simple piperazines
(no additional rings)
Phenylpiperazines
Benzylpiperazines
Diphenylalkylpiperazines
(benzhydrylalkylpiperazines)
Pyrimidinylpiperazines
Pyridinylpiperazines
Benzo(iso)thiazolylpiperazines
Tricyclics
(piperazine attached via side chain)
Others/Uncategorized


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