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5625-37-6

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5625-37-6 Usage

description

PIPES free acid, also known as 1,4-piperazinediethanesulfonic acid, is a Good's buffer notable for having a pKa value similar to ordinary physiological pH. As such, PIPES free acid is frequently used as a buffer in biochemical research.PIPES is a zwitterionic, piperazinic buffer that is useful for a pH range of 6.1 – 7.5. PIPES lacks the ability to form a significant complex with most metal ions and is recommended for use as a non-coordinating buffer in solutions with metal ions. PIPES has wide variety of applications and is commonly used in cell culture media, in protein crystallization, as a running buffer in gel electrophoresis, and as an eluent in isoelectric focusing and chromatography. This buffer is capable of forming radicals and is therefore not suitable for redox reactions. It is suitable for use in the bicinchoninic acid (BCA) assay. Solubility of PIPES increases when the free acid is converted to the sodium salt.Buffers are made by adding base solution to PIPES free acid and titrating to the desired pH.

Uses

Different sources of media describe the Uses of 5625-37-6 differently. You can refer to the following data:
1. Piperazine-N, N'-bis- (2-ethanesulphonic acid) ultra -pure >99.5%) is an important chemical intermedia in all kinds of chemical fields. 1,4-Piperazinediethanesulfonic acid, piperazine-N, N’-bis- (2-ethanesulfonic acid) (PIPES) is also one of the zwitterion buffers and the most appropriate buffer for the biological experiments using an intracellular solution since the Pk2 of Pipes is 6.8 at 20 degrees Celsius.
2. A buffering agent with a pKa near physiological pH.PIPES [piperazine-N,N′-bis(2-ethanesulfonic acid)] is frequently used as a buffering agent in biochemistry. It is an ethanesulfonic acid buffer developed by Good et al. in the 1960s. PIPES has a pKa near the physiological pH which makes it useful in cell culture work. It has been documented to minimize lipid loss when buffering glutaraldehyde histology in plant and animal tissues.Additional forms available: PIPES, Sesquisodium Salt ; PIPES dipotassium salt; PIPES disodium salt; PIPES, Sodium Salt. Buffers can be prepared by adding a solution of base to PIPES free acid, titrating to the appropriate pH, or by mixing equimolar solutions of the monosodium salt and the disodium salt, titrating to the appropriate pH.
3. PIPES, is used buffering agent in biochemistry. PIPES has pKa (6.76 at 25°C) near the physiological pH which makes it useful in cell culture work.
4. Protocols have been reported on the use of PIPES for separation of glyoxylated RNA in agarose gels, nuclease S1 mapping of RNA, and in ribonuclease protection assay protocols. PIPES has been used as a buffer in glutaraldehyde fixation of tissue samples., PIPES has been utilized in protein crystallization., The use of PIPES in the reconstitution of dissociated tubulin α and β subunits after their resolution on immunoadsorbent gels has been described. PIPES has been recommended for use in buffers for the in vitro study of caspases 3, 6, 7, and 8. A published study demonstrated the usefulness of PIPES as a non-metal ion complexing buffer in such applications as protein assays. PIPES has been used in cell culture for such applications as the engineering of a thermostable mutant membrane protein in Escherichia coli.

Description

PIPES is a member of the ethanesulfonic acid buffer series, first introduced by Good et al., developed to meet certain criteria: midrange pKa, maximum water solubility and minimum solubility in all other solvents, minimal salt effects, minimal change in pKa with temperature, chemically and enzymatically stable, minimal absorption in visible or UV spectral range and easily synthesized. Since its pKa at 37 °C is near physiological pH, PIPES has applications in cell culture work.

Chemical Properties

White/clear crystalline powder

Application

Glutaraldehyde fixation of plant and animal tissue samples can cause loss of lipid, leading to apparent morphological changes. Lipid loss and artifacts were minimized when PIPES was used to buffer the glutaraldehyde fixative.Alkaline phosphatase activity is lost selectively from certain rat hepatocyte organelles when fixed for ultracytochemistry with cacodylate-buffered glutaraldehyde. When PIPES was used as buffer, retention of activity was 60% greater.Fixation of fungal zoospores for fluorescence microscopy and electron microscopy was optimal with a combination of glutaraldehyde and formaldehyde in PIPES buffer.

General Description

PIPES is a member of the ethanesulfonic acid buffer series, first introduced by Good et al., developed to meet certain criteria: midrange pKa, maximum water solubility and minimum solubility in all other solvents, minimal salt effects, minimal change in pKa with temperature, chemically and enzymatically stable, minimal absorption in visible or UV spectral range and easily synthesized. Since its pKa at 37 °C is near physiological pH, PIPES has applications in cell culture work.

Flammability and Explosibility

Notclassified

Purification Methods

Purify PIPES from boiling water (maximum solubility is about 1g/L) or as described for ADA [N-(2-acetamido)iminodiacetic acid above]. [Good et al. Biochemistry 5 469 1966, Beilstein 23/12 V 380.]

Check Digit Verification of cas no

The CAS Registry Mumber 5625-37-6 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,6,2 and 5 respectively; the second part has 2 digits, 3 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 5625-37:
(6*5)+(5*6)+(4*2)+(3*5)+(2*3)+(1*7)=96
96 % 10 = 6
So 5625-37-6 is a valid CAS Registry Number.
InChI: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)

5625-37-6 Well-known Company Product Price

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  • Alfa Aesar

  • (A16090)  PIPES, 98%   

  • 5625-37-6

  • 25g

  • 287.0CNY

  • Detail
  • Alfa Aesar

  • (A16090)  PIPES, 98%   

  • 5625-37-6

  • 100g

  • 817.0CNY

  • Detail
  • Alfa Aesar

  • (A16090)  PIPES, 98%   

  • 5625-37-6

  • 500g

  • 2175.0CNY

  • Detail

5625-37-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name 2,2'-piperazine-1,4-diylbisethanesulfonic acid

1.2 Other means of identification

Product number -
Other names PIPES

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:5625-37-6 SDS

5625-37-6Synthetic route

piperazine
110-85-0

piperazine

Na-salt of 2-chloroethane-1-sulfonic acid
15484-44-3

Na-salt of 2-chloroethane-1-sulfonic acid

2,2'-piperazine-1,4-diyl-bis-ethanesulfonic acid
5625-37-6

2,2'-piperazine-1,4-diyl-bis-ethanesulfonic acid

Conditions
ConditionsYield
With sodium hydroxide In water for 3h; pH=9 - 9.5;86.3%
2,2'-piperazine-1,4-diyl-bis-ethanesulfonic acid
5625-37-6

2,2'-piperazine-1,4-diyl-bis-ethanesulfonic acid

A

Glyoxal
131543-46-9

Glyoxal

B

2,2'-Ethylendiimido-diethansulfonsaeure
25127-57-5

2,2'-Ethylendiimido-diethansulfonsaeure

Conditions
ConditionsYield
With (batho)2CuII (batho = 2,9-dimethyl-4,7-diphenyl-1,10-phenanthrolinedisulfonate); water at 25℃; for 24h; Rate constant; pH 8;
hexamethylenetetramine
100-97-0

hexamethylenetetramine

silver(I) acetate
563-63-3

silver(I) acetate

2,2'-piperazine-1,4-diyl-bis-ethanesulfonic acid
5625-37-6

2,2'-piperazine-1,4-diyl-bis-ethanesulfonic acid

2Ag(1+)*(CH2)4N2(CH2CH2SO3)2(2-)*2N4(CH2)6*14H2O=[Ag2(C8H16N2O6S2)(C6H12N4)2(H2O)2]*12H2O

2Ag(1+)*(CH2)4N2(CH2CH2SO3)2(2-)*2N4(CH2)6*14H2O=[Ag2(C8H16N2O6S2)(C6H12N4)2(H2O)2]*12H2O

Conditions
ConditionsYield
In ammonia; water aq. NH3; acid and amine added to aq. soln. of AgCH3COO; stirred for 15 min; ppt. dissolved by dropwise addn. of aq. NH3; soln. evapd. for 2 d at room temp.;
ammonium metavanadate

ammonium metavanadate

cobalt(II) chloride hexahydrate

cobalt(II) chloride hexahydrate

2,2'-piperazine-1,4-diyl-bis-ethanesulfonic acid
5625-37-6

2,2'-piperazine-1,4-diyl-bis-ethanesulfonic acid

2C8H18N2O6S2*3Co(2+)*18H2O*10V(5+)*28O(2-)

2C8H18N2O6S2*3Co(2+)*18H2O*10V(5+)*28O(2-)

Conditions
ConditionsYield
With sodium hydroxide In methanol; water for 1.5h; pH=6;

5625-37-6Downstream Products

5625-37-6Relevant articles and documents

Preparation method of piperazine ethanesulfonic acid derivative (by machine translation)

-

Paragraph 0088-0104, (2020/02/06)

The reaction is carried out in such a manner that the reaction proceeds relatively, more thoroughly by reducing the side, reaction of the reaction system, in a manner such that the reaction proceeds relatively more thoroughly from, the system to 2 - a certain extent 2 - by reducing the reaction proceeds, to relatively more thoroughly; NaOH, NaCl, and. (by machine translation)

Hydrogen ion buffers for biological research.

Good,Winget,Winter,Connolly,Izawa,Singh

, p. 467 - 477 (2007/10/05)

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