PIPES

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

* 5625-37-6 Y

3D model (JSmol)

* Interactive image

ChemSpider |

* 72022 N

ECHA InfoCard | 100.024.598

PubChem CID

* 6992709

UNII |

* G502H79V6L Y

CompTox Dashboard (EPA)

* DTXSID8063965

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) N

Key: IHPYMWDTONKSCO-UHFFFAOYSA-N 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)  |

Safety data sheet (SDS)  | External MSDS

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

N verify (what is YN ?)

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.[1]

## Applications

[edit]

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.[2][3] Fungal zoospore fixation for fluorescence microscopy and electron microscopy were optimized with a combination of glutaraldehyde and formaldehyde in PIPES buffer.[4] It has a negligible capacity to bind divalent ions.[5]

## See also

[edit]

* MOPS
* HEPES
* MES
* Tris
* Common buffer compounds used in biology
* Good's buffers

## References

[edit]

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".

* v
* t
* e

Arylpiperazines

Phenylpiperazines|

* 1-Phenylpiperazine (1-PP; PP)
* 3,4-CFP
* 2C-B-PP
* Acaprazine
* Antrafenine
* Aripiprazole
* Batoprazine
* Bifeprunox
* BRL-15,572
* Ciprofloxacin
* Dapiprazole
* DCPP
* DMPP
* Diphenylpiperazine
* Dropropizine
* EGIS-7625
* EGIS-12,233
* Elopiprazole
* Eltoprazine
* Enpiprazole
* Ensaculin
* Etoperidone
* Flesinoxan
* Fluanisone
* Flibanserin
* Fluprazine
* Itraconazole
* Ketoconazole
* Levodropropizine
* Lorpiprazole
* mCPP
* Mefway
* MeOPP
* Mepiprazole
* Naftopidil
* Naluzotan
* Nefazodone
* Niaprazine
* Oxypertine
* Pardoprunox
* pCPP
* pFPP
* Posaconazole
* S-14,506
* S-14,671
* S-15,535
* SB-258,585
* SB-271,046
* SB-357,134
* SB-399,885
* Sonepiprazole
* TFMPP
* Tolpiprazole
* Trazodone
* Urapidil
* Vesnarinone
* Vilazodone
* Vortioxetine
* WAY-100,135
* WAY-100,635

Benzylpiperazines|

* 2C-B-BZP
* 3-Methylbenzylpiperazine
* Befuraline
* Bifeprunox
* Buclizine
* BZP
* Chlorbenzoxamine
* DBZP
* EGIS-7625
* Fipexide
* Imatinib
* MBZP
* MDBZP
* Meclozine
* Methoxypiperamide
* NSI-189
* Piberaline
* Piribedil
* RN-1747
* Sunifiram
* Trimetazidine
* Vesnarinone

Naphthylpiperazines|

* 1-Naphthylpiperazine (1-NP)
* 2-Naphthylpiperazine (2-NP)
* CSP-2503
* F-11,461
* S-14,506
* S-14671

Quinolinylpiperazines|

* FPPQ
* 6-Nitroquipazine
* Isoquipazine
* Quipazine

Diphenylalkylpiperazines|

* AD-1211
* Almitrine
* Amperozide
* BRL-15,572
* Buclizine
* BW373U86
* Cetirizine
* Chlorbenzoxamine
* Chlorcyclizine
* Cinnarizine
* Clocinizine
* Cyclizine
* DBL-583
* Diphenpipenol
* Diphenylmethylpiperazine
* Dotarizine
* DPI-221
* DPI-287
* DPI-3290
* GBR-12,783
* GBR-12,935
* GBR-13,069
* GBR-13,098
* GBR-13,119
* Hydroxyzine
* JJC8-088
* Lidoflazine
* Manidipine
* Meclozine
* MT-45
* Oxatomide
* SNC-80
* Vanoxerine

Pyrimidinylpiperazines|

* Buspirone
* Dasatinib
* Eptapirone
* Gepirone
* Ipsapirone
* Piribedil
* Pyrimidinylpiperazine
* Revospirone
* Tandospirone
* Tirilazad
* Trimazosin
* Umespirone
* Zalospirone

Pyridinylpiperazines|

* Atevirdine
* Azaperone
* Delavirdine
* Mirtazapine
* ORG-12962
* Pyridinylpiperazine

Benzo(iso)thiazolylpiperazines|

* Lurasidone
* Perospirone
* Revospirone
* Tiospirone
* Ziprasidone

Tricyclic-linked piperazines|

* Amoxapine
* Clopenthixol
* Clorotepine
* Clozapine
* Cyanothepin
* Doclothepin
* Docloxythepin
* Flupentixol
* Fluphenazine
* Isofloxythepin
* Loxapine
* Meperathiepin
* Metitepine
* Octomethothepin
* Olanzapine
* Opipramol
* Oxyclothepin
* Oxyprothepin
* Peradithiepin
* Perathiepin
* Perazine
* Perphenazine
* Pirenzepine
* Prochlorperazine
* Thiethylperazine
* Thiothixene
* Trifluoperazine
* Trifluthepin
* Zuclopenthixol

Others/uncategorized|

* AP-238
* Azimilide
* Bucinnazine
* Cinepazet
* Cinepazic acid
* Cinepazide
* CPD-1
* Cyclohexylpiperazine
* Hexocyclium
* Indinavir
* JNJ-7777120
* Lodenafil
* MK-212
* Mirodenafil
* PB-28
* Ranolazine
* SA-4503
* Sildenafil
* Tadalafil
* Vardenafil
* VUF-6002
* WY-46824
* Zipeprol

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