piperazine-n,n'-bis(2-ethanesulfonic acid) profile

Piperazine-N,N'-bis(2-ethanesulfonic acid) (PIPES) is a zwitterionic buffer commonly used in biological research. It is synthesized by reacting piperazine with 2-chloroethanesulfonic acid. PIPES is a good buffer in the pH range of 6.1 to 7.5, making it suitable for many biochemical experiments involving enzymes, proteins, and other biological molecules. It is often used in cell culture media and in studies of protein folding and stability. PIPES is also used as a buffer in electrochemistry and chromatography. The compound is known for its high buffering capacity, low toxicity, and good solubility in water. It is a stable compound and does not readily react with other molecules, making it ideal for use in sensitive biological experiments. PIPES is widely studied due to its versatility and effectiveness in various biological applications.'

piperazine-N,N'-bis(2-ethanesulfonic acid): RN given refers to parent cpd [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

2,2'-piperazine-1,4-diylbisethanesulfonic acid : A Good's buffer substance, pKa = 6.8 at 20 degreeC. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

ID Source	ID
PubMed CID	79723
CHEBI ID	44933
SCHEMBL ID	63679
MeSH ID	M0053186

Synonym
g502h79v6l ,
unii-g502h79v6l
einecs 227-057-6
nsc 157117
PIPES ,
piperazine-n,n'-bis(2-ethanesulfonic acid)
5625-37-6
nsc-157117
1,4-piperazinebis(ethanesulfonic acid)
1,4-piperazinediethanesulfonic acid
nsc157117
pipes, >=99% (titration)
pipes, bioperformance certified, suitable for cell culture, >=99%
pipes, bioxtra, >=99% (titration)
2,2'-piperazine-1,4-diylbisethanesulfonic acid
2,2'-(piperazine-1,4-diyl)bis(ethanesulphonic) acid
2,2'-piperazine-1,4-diyldiethanesulfonic acid
CHEBI:44933
NCGC00164485-01
pipes, bioxtra, for molecular biology, >=99.5% (t)
2-[4-(2-sulfoethyl)piperazin-1-yl]ethanesulfonic acid
A830975
2,2'-(piperazine-1,4-diyl)diethanesulfonic acid
c8h18n2o6s2
piperazine-n,n-bis(2-ethanesulfonic acid)
FT-0635789
AKOS015902699
SCHEMBL63679
pipes [mi]
DTXSID8063965
W-105526
piperazine-1,4-bis-(2-ethanesulfonic acid)
piperazine-1,4-bisethanesulfonic acid
1,4-piperazinebis(ethanesulphonic acid)
mfcd00006159
2-[4-(2-sulfoethyl)piperazin-1-yl]ethane-1-sulfonic acid
pipes, vetec(tm) reagent grade, >=99%
pipes, anhydrous, free-flowing, redi-dri(tm), >=99%
SY018288
pipes; 1,4-piperazinediethanesulfonic acid
5-cyclopropyl-2-ethyl-2h-pyrazole-3-carboxylicacid
F20299
pipes, free acid
1,4-piperazine bis(ethanesulfonic acid)
AS-12650
Q7119420
AMY23365
1,4-piperazinediethanesulfonic acid;1,4-piperazine bis(ethanesulfonic acid);nsc 157117
piperazine-n
piperazine-n,n'-bis-(2-ethanesulphonic acid)
piperazine-n,n`-bis(2-ethanesulfonic acid)
2,2'-(piperazine-1,4-diyl)diethanesulfonicacid
2-[4-(2-sulfonatoethyl)piperazine-1,4-diium-1-yl]ethanesulfonate
CS-0015185
HY-D0875

Excerpt	Reference	Relevance
"The toxic effects of U(VI) were studied using Desulfovibrio desulfuricans G20 in a medium containing bicarbonate or 1,4-piperazinediethane sulfonic acid disodium salt monohydrate (PIPES) buffer (each at 30 mM and pH 7)."	( Toxic effects of uranium on Desulfovibrio desulfuricans G20. Dohnalkova, A; Peyton, BM; Sani, RK, 2006)	0.33

Class	Description
PIPES
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	16 (47.06)	18.7374
1990's	8 (23.53)	18.2507
2000's	6 (17.65)	29.6817
2010's	4 (11.76)	24.3611
2020's	0 (0.00)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	0 (0.00%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	37 (100.00%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
ammonium hydroxide azane : Saturated acyclic nitrogen hydrides having the general formula NnHn+2.	2.08	1	azane; gas molecular entity; mononuclear parent hydride	EC 3.5.1.4 (amidase) inhibitor; metabolite; mouse metabolite; neurotoxin; NMR chemical shift reference compound; nucleophilic reagent; refrigerant
chlorine chloride : A halide anion formed when chlorine picks up an electron to form an an anion.	1.98	1	halide anion; monoatomic chlorine	cofactor; Escherichia coli metabolite; human metabolite
4-nitrophenylphosphate nitrophenylphosphate: RN given refers to mono(4-nitrophenyl) ester of phosphoric acid. 4-nitrophenyl phosphate : An aryl phosphate resulting from the mono-esterification of phosphoric acid with 4-nitrophenol.	1.97	1	aryl phosphate	mouse metabolite
lactic acid Lactic Acid: A normal intermediate in the fermentation (oxidation, metabolism) of sugar. The concentrated form is used internally to prevent gastrointestinal fermentation. (From Stedman, 26th ed). 2-hydroxypropanoic acid : A 2-hydroxy monocarboxylic acid that is propanoic acid in which one of the alpha-hydrogens is replaced by a hydroxy group.	2.02	1	2-hydroxy monocarboxylic acid	algal metabolite; Daphnia magna metabolite
glycerol Moon: The natural satellite of the planet Earth. It includes the lunar cycles or phases, the lunar month, lunar landscapes, geography, and soil.	1.96	1	alditol; triol	algal metabolite; detergent; Escherichia coli metabolite; geroprotector; human metabolite; mouse metabolite; osmolyte; Saccharomyces cerevisiae metabolite; solvent
hydrogen carbonate Bicarbonates: Inorganic salts that contain the -HCO3 radical. They are an important factor in determining the pH of the blood and the concentration of bicarbonate ions is regulated by the kidney. Levels in the blood are an index of the alkali reserve or buffering capacity.. hydrogencarbonate : The carbon oxoanion resulting from the removal of a proton from carbonic acid.	2.69	3	carbon oxoanion	cofactor; Escherichia coli metabolite; human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite
hydrogen Hydrogen: The first chemical element in the periodic table with atomic symbol H, and atomic number 1. Protium (atomic weight 1) is by far the most common hydrogen isotope. Hydrogen also exists as the stable isotope DEUTERIUM (atomic weight 2) and the radioactive isotope TRITIUM (atomic weight 3). Hydrogen forms into a diatomic molecule at room temperature and appears as a highly flammable colorless and odorless gas.. dihydrogen : An elemental molecule consisting of two hydrogens joined by a single bond.	2.37	2	elemental hydrogen; elemental molecule; gas molecular entity	antioxidant; electron donor; food packaging gas; fuel; human metabolite
glutamine Glutamine: A non-essential amino acid present abundantly throughout the body and is involved in many metabolic processes. It is synthesized from GLUTAMIC ACID and AMMONIA. It is the principal carrier of NITROGEN in the body and is an important energy source for many cells.. L-glutamine : An optically active form of glutamine having L-configuration.. glutamine : An alpha-amino acid that consists of butyric acid bearing an amino substituent at position 2 and a carbamoyl substituent at position 4.	2.08	1	amino acid zwitterion; glutamine family amino acid; glutamine; L-alpha-amino acid; polar amino acid zwitterion; proteinogenic amino acid	EC 1.14.13.39 (nitric oxide synthase) inhibitor; Escherichia coli metabolite; human metabolite; metabolite; micronutrient; mouse metabolite; nutraceutical; Saccharomyces cerevisiae metabolite
sucrose Saccharum: A plant genus of the family POACEAE widely cultivated in the tropics for the sweet cane that is processed into sugar.	1.96	1	glycosyl glycoside	algal metabolite; Escherichia coli metabolite; human metabolite; mouse metabolite; osmolyte; Saccharomyces cerevisiae metabolite; sweetening agent
adenosine monophosphate Adenosine Monophosphate: Adenine nucleotide containing one phosphate group esterified to the sugar moiety in the 2'-, 3'-, or 5'-position.	1.96	1	adenosine 5'-phosphate; purine ribonucleoside 5'-monophosphate	adenosine A1 receptor agonist; cofactor; EC 3.1.3.1 (alkaline phosphatase) inhibitor; EC 3.1.3.11 (fructose-bisphosphatase) inhibitor; fundamental metabolite; micronutrient; nutraceutical
colchicine (S)-colchicine : A colchicine that has (S)-configuration. It is a secondary metabolite, has anti-inflammatory properties and is used to treat gout, crystal-induced joint inflammation, familial Mediterranean fever, and many other conditions.	1.96	1	alkaloid; colchicine	anti-inflammatory agent; gout suppressant; mutagen
egtazic acid Egtazic Acid: A chelating agent relatively more specific for calcium and less toxic than EDETIC ACID.. ethylene glycol bis(2-aminoethyl)tetraacetic acid : A diether that is ethylene glycol in which the hydrogens of the hydroxy groups have been replaced by 2-[bis(carboxymethyl)amino]ethyl group respectively.	2.38	2	diether; tertiary amino compound; tetracarboxylic acid	chelator
tetramethylammonium tetramethylammonium: RN given refers to parent cpd. tetramethylammonium : The simplest quaternary ammonium cation, comprising a central nitrogen linked to four methyl groups.	1.98	1	quaternary ammonium ion
tromethamine Tromethamine: An organic amine proton acceptor. It is used in the synthesis of surface-active agents and pharmaceuticals; as an emulsifying agent for cosmetic creams and lotions, mineral oil and paraffin wax emulsions, as a biological buffer, and used as an alkalizer. (From Merck, 11th ed; Martindale, The Extra Pharmacopoeia, 30th ed, p1424)	1.96	1	primary amino compound; triol	buffer
nitrilotriacetic acid Nitrilotriacetic Acid: A derivative of acetic acid, N(CH2COOH)3. It is a complexing (sequestering) agent that forms stable complexes with Zn2+. (From Miall's Dictionary of Chemistry, 5th ed.)	2.1	1	NTA; tricarboxylic acid	carcinogenic agent; nephrotoxic agent
potassium hydroxide potassium hydroxide: RN given refers to cpd with MF of K-OH	1.98	1	alkali metal hydroxide
hepes [no description available]	3.08	5	HEPES; organosulfonic acid
uranium Uranium: A radioactive element of the actinide series of metals. It has an atomic symbol U, atomic number 92, and atomic weight 238.03. U-235 is used as the fissionable fuel in nuclear weapons and as fuel in nuclear power reactors.	2.73	3	actinoid atom; f-block element atom; monoatomic uranium
magnesium sulfate Magnesium Sulfate: A small colorless crystal used as an anticonvulsant, a cathartic, and an electrolyte replenisher in the treatment of pre-eclampsia and eclampsia. It causes direct inhibition of action potentials in myometrial muscle cells. Excitation and contraction are uncoupled, which decreases the frequency and force of contractions. (From AMA Drug Evaluations Annual, 1992, p1083). magnesium sulfate : A magnesium salt having sulfate as the counterion.	1.99	1	magnesium salt; metal sulfate; organic magnesium salt	anaesthetic; analgesic; anti-arrhythmia drug; anticonvulsant; calcium channel blocker; cardiovascular drug; fertilizer; tocolytic agent
phenyl acetate phenyl acetate: The ester formed between phenol and acetic acid. Don't confuse with phenylacetic acid derivatives listed under PHENYLACETATES.. phenyl acetate : An acetate ester obtained by the formal condensation of phenol with acetic acid.	2.42	2	benzenes; phenyl acetates
glutamic acid Glutamic Acid: A non-essential amino acid naturally occurring in the L-form. Glutamic acid is the most common excitatory neurotransmitter in the CENTRAL NERVOUS SYSTEM.. glutamic acid : An alpha-amino acid that is glutaric acid bearing a single amino substituent at position 2.	1.96	1	glutamic acid; glutamine family amino acid; L-alpha-amino acid; proteinogenic amino acid	Escherichia coli metabolite; ferroptosis inducer; micronutrient; mouse metabolite; neurotransmitter; nutraceutical
propatyl nitrate propatyl nitrate: structure given in first source	1.96	1	nitrate ester
morpholinopropane sulfonic acid 3-(N-morpholino)propanesulfonic acid : A Good's buffer substance, pKa = 7.2 at 20 degreeC.	1.96	1	MOPS; morpholines; organosulfonic acid
2-(n-morpholino)ethanesulfonic acid 2-(N-morpholino)ethanesulfonic acid: RN given refers to parent cpd. 2-(N-morpholino)ethanesulfonic acid : A Good's buffer substance, pKa = 6.15 at 20 degreeC.	3.08	5	MES; organosulfonic acid; zwitterion
alpha-bromo-beta-(5-imidazolyl)propionic acid [no description available]	1.95	1
n-(2-acetamido)iminodiacetic acid N-(2-acetamido)iminodiacetic acid: structure. 2,2'-[(2-amino-2-oxoethyl)imino]diacetic acid : A tricarboxylic acid amide that is a Good's buffer substance, pKa = 6.6 at 20 degreeC.	1.97	1	ADA; dicarboxylic acid; tricarboxylic acid amide
6-methoxy-n-(3-sulfopropyl)quinolinium 6-methoxy-N-(3-sulfopropyl)quinolinium: structure given in first source	1.98	1
carnosine polaprezinc: stimulates bone growth	2	1	amino acid zwitterion; dipeptide	anticonvulsant; antineoplastic agent; antioxidant; Daphnia magna metabolite; geroprotector; human metabolite; mouse metabolite; neuroprotective agent
ferric hydroxide ferric hydroxide: additional RNs for iron hydroxide oxide: 11115-92-7, 20344-49-4; RN for unspecified iron hydroxide: 11113-66-9	2.02	1
diaminomaleonitrile, (z)-isomer diaminomaleonitrile: RN given refers to cpd without isomeric designation	1.96	1
antimony Antimony: A metallic element that has the atomic symbol Sb, atomic number 51, and atomic weight 121.75. It is used as a metal alloy and as medicinal and poisonous salts. It is toxic and an irritant to the skin and the mucous membranes.	2.02	1	metalloid atom; pnictogen
phosphorus Phosphorus: A non-metal element that has the atomic symbol P, atomic number 15, and atomic weight 31. It is an essential element that takes part in a broad variety of biochemical reactions.	1.97	1	monoatomic phosphorus; nonmetal atom; pnictogen	macronutrient
dipalmitoleoylphosphatidylethanolamine dipalmitoleoylphosphatidylethanolamine: a membrane lipid	2.02	1
dioleoylphosphatidic acid dioleoylphosphatidic acid: RN given refers to (Z)-isomer. dioleoyl phosphatidic acid : A phosphatidic acid in which the phosphatidyl acyl groups are both oleoyl.	2.02	1	1,2-bis(octadec-9-enoyl)phosphatidic acid
n-acetylcarnosine N-acetylcarnosine: RN given refers to (L)-isomer; structure given in first source. N-acetylcarnosine : A dipeptide that is the N-acetyl derivative of carnosine.	2	1	dipeptide	metabolite
sodium glutamate Sodium Glutamate: One of the FLAVORING AGENTS used to impart a meat-like flavor.. monosodium glutamate : An organic sodium salt that is the monosodium salt of glutamic acid.	1.96	1	monosodium glutamate	flavouring agent
glutaminase [no description available]	2.08	1
nitrophenols Nitrophenols: PHENOLS carrying nitro group substituents.	1.97	1
digitonin Digitonin: A glycoside obtained from Digitalis purpurea; the aglycone is digitogenin which is bound to five sugars. Digitonin solubilizes lipids, especially in membranes and is used as a tool in cellular biochemistry, and reagent for precipitating cholesterol. It has no cardiac effects.. digitonin : A spirostanyl glycoside that is digitogenin in which the 3-hydroxy group is substituted by a beta-D-glucopyranosyl-(1->3)-beta-D-galactopyranosyl-(1->2)-[beta-D-xylopyranosyl-(1->3)]-beta-D-glucopyranosyl-(1->4)-beta-D-galactopyranosyl group. It is a steroidal saponin isolated from the foxglove plant, Digitalis purpurea. It is used extensively as a mild non-ionic detergent for extracting proteins from membranes for structure and function studies.	1.96	1
muramidase Muramidase: A basic enzyme that is present in saliva, tears, egg white, and many animal fluids. It functions as an antibacterial agent. The enzyme catalyzes the hydrolysis of 1,4-beta-linkages between N-acetylmuramic acid and N-acetyl-D-glucosamine residues in peptidoglycan and between N-acetyl-D-glucosamine residues in chitodextrin. EC 3.2.1.17.	1.96	1
guanosine diphosphate Guanosine Diphosphate: A guanine nucleotide containing two phosphate groups esterified to the sugar moiety.	2.66	3	guanosine 5'-phosphate; purine ribonucleoside 5'-diphosphate	Escherichia coli metabolite; mouse metabolite; uncoupling protein inhibitor
guanosine triphosphate Guanosine Triphosphate: Guanosine 5'-(tetrahydrogen triphosphate). A guanine nucleotide containing three phosphate groups esterified to the sugar moiety.	2.38	2	guanosine 5'-phosphate; purine ribonucleoside 5'-triphosphate	Escherichia coli metabolite; mouse metabolite; uncoupling protein inhibitor
5'-guanylylmethylenebisphosphonate guanosine 5'-[beta,gamma-methylene]triphosphate : A nucleoside triphosphate analogue that is guanosine substituted at position 5' by a (beta,gamma-methylene)triphosphate group.	1.99	1	nucleoside triphosphate analogue
guanosine 5'-(alpha,beta-methylene)triphosphate guanosine 5'-(alpha,beta-methylene)triphosphate: enhances microtubule nucleation	1.99	1

Condition	Relationship Strength	Studies
Benign Neoplasms [description not available]	2.08	1
Neoplasms New abnormal growth of tissue. Malignant neoplasms show a greater degree of anaplasia and have the properties of invasion and metastasis, compared to benign neoplasms.	2.08	1
Sensitivity and Specificity Binary classification measures to assess test results. Sensitivity or recall rate is the proportion of true positives. Specificity is the probability of correctly determining the absence of a condition. (From Last, Dictionary of Epidemiology, 2d ed)	2.02	1
Alcohol Abuse [description not available]	2	1
Extravascular Hemolysis [description not available]	2	1
Alcoholism A primary, chronic disease with genetic, psychosocial, and environmental factors influencing its development and manifestations. The disease is often progressive and fatal. It is characterized by impaired control over drinking, preoccupation with the drug alcohol, use of alcohol despite adverse consequences, and distortions in thinking, most notably denial. Each of these symptoms may be continuous or periodic. (Morse & Flavin for the Joint Commission of the National Council on Alcoholism and Drug Dependence and the American Society of Addiction Medicine to Study the Definition and Criteria for the Diagnosis of Alcoholism: in JAMA 1992;268:1012-4)	2	1
Hemolysis The destruction of ERYTHROCYTES by many different causal agents such as antibodies, bacteria, chemicals, temperature, and changes in tonicity.	2	1
Eczema, Atopic [description not available]	1.98	1
Dermatitis, Atopic A chronic inflammatory genetically determined disease of the skin marked by increased ability to form reagin (IgE), with increased susceptibility to allergic rhinitis and asthma, and hereditary disposition to a lowered threshold for pruritus. It is manifested by lichenification, excoriation, and crusting, mainly on the flexural surfaces of the elbow and knee. In infants it is known as infantile eczema.	1.98	1
Gallstone Disease [description not available]	1.97	1
Cholelithiasis Presence or formation of GALLSTONES in the BILIARY TRACT, usually in the gallbladder (CHOLECYSTOLITHIASIS) or the common bile duct (CHOLEDOCHOLITHIASIS).	1.97	1

piperazine-n,n'-bis(2-ethanesulfonic acid)

Description

Cross-References

Synonyms (55)

Research Excerpts

Toxicity

Drug Classes (1)

Research

Studies (34)

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Research Demand Index: 10.69

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