2-Hydroxy-3-[[2-hydroxy-1,1-bis(hydroxymethyl)ethyl]amino]propansulfonsure

Bezeichnung:2-Hydroxy-3-[[2-hydroxy-1,1-bis(hydroxymethyl)ethyl]amino]propansulfonsure

CAS-Nr68399-81-5

Englisch Name:TAPSO

CBNumberCB9105092

SummenformelC7H17NO7S

Molgewicht259.28

MOL-Datei68399-81-5.mol

Synonyma

2-Hydroxy-3-[[2-hydroxy-1,1-bis(hydroxymethyl)ethyl]amino]propansulfonsure

2-Hydroxy-3-[[2-hydroxy-1,1-bis(hydroxymethyl)ethyl]amino]propansulfonsure physikalisch-chemischer Eigenschaften

Schmelzpunkt	224-229 °C (dec.)
Dichte	1.07607 g/cm3(Temp: 25.00 °C)
storage temp.	Keep in dark place,Inert atmosphere,Room temperature
Löslichkeit	H₂O: 1 M at 20 °C, clear, colorless
Aggregatzustand	Powder
Farbe	Off-white to yellow
pka	7.6(at 25℃)
PH	7.0-8.2
Säure-Base-Indikators(pH-Indikatoren)	7.0 - 8.2
Wasserlöslichkeit	soluble
Merck	13,9148
BRN	2113949
Major Application	diagnostic assay manufacturing
InChI	InChI=1S/C7H17NO7S/c9-3-7(4-10,5-11)8-1-6(12)2-16(13,14)15/h6,8-12H,1-5H2,(H,13,14,15)
InChIKey	RZQXOGQSPBYUKH-UHFFFAOYSA-N
SMILES	C(S(O)(=O)=O)C(O)CNC(CO)(CO)CO
CAS Datenbank	68399-81-5(CAS DataBase Reference)
EPA chemische Informationen	1-Propanesulfonic acid, 2-hydroxy-3-[[2-hydroxy-1,1-bis(hydroxymethyl)ethyl]amino]- (68399-81-5)

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	36/37/38
S-Sätze:	26-36
WGK Germany	3
TSCA	TSCA listed
HazardClass	IRRITANT
HS Code	29221990
Speicherklasse	11 - Combustible Solids
Hazard Classifications	Eye Irrit. 2 Skin Irrit. 2 STOT SE 3

Gefahreninformationscode (GHS)

TAPSO Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
Chemische Eigenschaften
white powder
Verwenden
TAPSO is a zwitterionic biological buffer often used as a buffering agent in biological and biochemical research. It has a pKa value of 7.635 (I=0, 25°C) and can be used to make buffer solutions in the pH range 7.0-8.2. As an Good'buffer, TAPSO contains Tris groups and exhibits quite reactive activity with zwitterionic glycine peptides[1]. TAPSO can serve as good stabilizers for the globular protein BSA, in the aqueous solutions[2].The solubilities of TAPSO increase with increasing concentration of the salts (salting-in effect)[3].
Synthese
N-Tris(hydroxymethyl)methane-2-hydroxypropanesulfonic acid was prepared as follows: a mixture of 242.28 g (2 mol) of tris(hydroxymethyl)aminomethane, 500 ml of water and 196.5 g (1 mol) of sodium 3-chloro-2-hydroxypropanesulphonate was charged into a 1-liter 2-necked flask fitted with a stirrer and condenser. The mixture was stirred vigorously at reflux for 3 hours. After cooling to 25C, the solution was allowed to pass through a Dowex 50, hydrogen form cation exchange resin column to remove the sodium cation and form a free acid. The eluate from the column was evaporated under vacuum to a thick oil. After dilution with alcohol, the product was crystallized from the solution, filtered and washed with alcohol and dried. 160 g of the white product N-tris(hydroxymethyl)methionine-2-hydroxypropanesulfonic acid was obtained.
Einzelnachweise
[1] Gupta B, et al. Stability Constants for the Equilibrium Models of Iron(III) with Several Biological Buffers in Aqueous Solutions. Journal of Solution Chemistry, 2013; 42: 2296–2309.
[2] Gupta ;B, et al. Interactions of bovine serum albumin with biological buffers, TES, TAPS, and TAPSO in aqueous solutions. Process Biochemistry, 2013; 48: 1686-1696.
[3] Taha M, et al. New Insights into Buffer-Ionic Salt Interactions: Solubilities, Transfer Gibbs Energies, and Transfer Molar Volumes of TAPS and TAPSO from Water to Aqueous Electrolyte Solutions. Journal of Solution Chemistry, 2010; 39:1665–1680.

2-Hydroxy-3-[[2-hydroxy-1,1-bis(hydroxymethyl)ethyl]amino]propansulfonsure Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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