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HEPES





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HEPES (4-(2-hydroxyethyl)-1-piperazineethanesulfonic acid) is a zwitterionic sulfonic acid buffering agent; one of the twenty Good's buffers. HEPES is widely used in cell culture, largely because it is better at maintaining physiological pH despite changes in carbon dioxide concentration (produced by aerobic respiration) when compared to bicarbonate buffers, which are also commonly used in cell culture. [2] Lepe-Zuniga et al. reported an unwanted photochemical process wherein HEPES catalyzes a reaction with riboflavin when exposed to ambient light to produce hydrogen peroxide.[3][4] This is not a problem in bicarbonate-based cell culture buffers. It is therefore strongly advised to keep solutions containing both HEPES and riboflavin in darkness as much as possible to prevent oxidation.

HEPES
chemical structure of HEPES
Names
Preferred IUPAC name

2-[4-(2-Hydroxyethyl)piperazin-1-yl]ethane-1-sulfonic acid

Other names

HEPES

Identifiers

CAS Number

3D model (JSmol)

Beilstein Reference

 883043
ChEBI
ChemSpider
ECHA InfoCard 100.028.098 Edit this at Wikidata
EC Number
  • 230-907-9

PubChem CID
RTECS number
  • TL6809000
UNII

CompTox Dashboard (EPA)

  • InChI=1S/C8H18N2O4S/c11-7-5-9-1-3-10(4-2-9)6-8-15(12,13)14/h11H,1-8H2,(H,12,13,14) checkY

    Key: JKMHFZQWWAIEOD-UHFFFAOYSA-N checkY

  • InChI=1/C8H18N2O4S/c11-7-5-9-1-3-10(4-2-9)6-8-15(12,13)14/h11H,1-8H2,(H,12,13,14)

    Key: JKMHFZQWWAIEOD-UHFFFAOYAC

  • OCCN1CC[NH+](CCS(=O)([O-])=O)CC1

Properties

Chemical formula

 C8H18N2O4S
Molar mass 238.3012 g/mol
Appearance white crystalline powder
Density Not applicable
Melting point >234-238°C (453-457K)

Solubility in water

 40 g/100 ml (20°C)
Acidity (pKa) 3 (pKa1),
7.5 (pKa2)[1]
Hazards
Occupational safety and health (OHS/OSH):

Main hazards

 Eye Irritant
GHS labelling:

Pictograms

 GHS07: Exclamation mark

Signal word

 Warning

Hazard statements

 H315, H319, H335

Precautionary statements

 P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, P501
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 1: Normally stable, but can become unstable at elevated temperatures and pressures. E.g. calciumSpecial hazards (white): no code
1
0
1
Flash point Non-flammable
Safety data sheet (SDS) [1]

Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

☒N verify (what is checkY☒N ?)

Infobox references

HEPES has the following characteristics:

HEPES has negligible metal ion binding,[5] making it a good choice as a buffer for enzymes which might be inhibited by metal chelation.

See also

edit

References

edit
  1. ^ Johnson MA, Seifert S, Petrache HI, Kimble-Hill AC (2014). "Phase Coexistence in Single-Lipid Membranes Induced by Buffering Agents". Langmuir. 30 (33): 9880–9885. doi:10.1021/la5018938. PMC 4148158.
  • ^ Baicu SC, Taylor MJ (2002). "Acid-base buffering in organ preservation solutions as a function of temperature: new parameters for comparing buffer capacity and efficiency". Cryobiology. 45 (1): 33–48. doi:10.1016/S0011-2240(02)00104-9. PMID 12445548.
  • ^ Lepe-Zuniga JL, Zigler JS, Gery I (October 1987). "Toxicity of light-exposed Hepes media". Journal of Immunological Methods. 103 (1): 145. doi:10.1016/0022-1759(87)90253-5. PMID 3655381.
  • ^ Zigler JS, Lepe-Zuniga JL, Vistica B, Gery I (May 1985). "Analysis of the cytotoxic effects of light-exposed HEPES-containing culture medium". In Vitro Cellular & Developmental Biology. 21 (5): 282–7. doi:10.1007/BF02620943. PMID 4019356. S2CID 6557697.
  • ^ "Hopax Fine Chemicals - Biological buffers and their interactions with metal ions".

    • Retrieved from "https://en.wikipedia.org/w/index.php?title=HEPES&oldid=1167594574"
      



    Last edited on 28 July 2023, at 18:33  





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    ●This page was last edited on 28 July 2023, at 18:33 (UTC).
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