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14871

BICINE

Name: BICINE
Brand: SIGMA

BioUltra, ≥99.5% (T)

Synonym(s):

N,N-Bis(2-hydroxyethyl)glycine

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About This Item

Empirical Formula (Hill Notation):

C₆H₁₃NO₄

CAS Number:

150-25-4

Molecular Weight:

163.17

Beilstein:

1769362

EC Number:

205-755-1

MDL number:

MFCD00004295

UNSPSC Code:

12161700

PubChem Substance ID:

57647225

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Sigma-Aldrich

P4544

Phenazine ethosulfate

product line

BioUltra

Assay

≥99.5% (T)

form

powder or crystals

impurities

insoluble matter, passes filter test

ign. residue

≤0.1%

loss

≤0.1% loss on drying, 20 °C (HV)

pH

4.0-5.5 (25 °C, 1 M in H₂O)

useful pH range

7.6-9.0

pKa (25 °C)

8.3

solubility

H₂O: 1 M at 20 °C, clear, colorless

anion traces

chloride (Cl^-): ≤50 mg/kg
sulfate (SO₄^2-): ≤50 mg/kg

cation traces

Al: ≤5 mg/kg
As: ≤0.1 mg/kg
Ba: ≤5 mg/kg
Bi: ≤5 mg/kg
Ca: ≤20 mg/kg
Cd: ≤5 mg/kg
Co: ≤5 mg/kg
Cr: ≤5 mg/kg
Cu: ≤5 mg/kg
Fe: ≤5 mg/kg
K: ≤50 mg/kg
Li: ≤5 mg/kg
Mg: ≤5 mg/kg
Mn: ≤5 mg/kg
Mo: ≤5 mg/kg
Na: ≤50 mg/kg
Ni: ≤5 mg/kg
Pb: ≤5 mg/kg
Sr: ≤5 mg/kg
Zn: ≤5 mg/kg

λ

1 M in H₂O

UV absorption

λ: 260 nm A_max: 0.070
λ: 280 nm A_max: 0.040

SMILES string

OCCN(CCO)CC(O)=O

InChI

1S/C6H13NO4/c8-3-1-7(2-4-9)5-6(10)11/h8-9H,1-5H2,(H,10,11)

InChI key

FSVCELGFZIQNCK-UHFFFAOYSA-N

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Application

BICINE can be used to study biological buffers and zwitterionic compounds. N,N-Bis(2-hydroxyethyl)glycine has been used in a study that characterized refined crystal structures of human Ca2+/Zn2+-binding S100A3 protein. N,N-Bis(2-hydroxyethyl)glycine has also been used in a study to inform F1 antigen assembly.

Recommended buffer for low temperature biochemical work. Used in the preparation of stable substrate solution for serum guanase determination. Spacer in plasma protein fractionation with Sephadex^® by isotachophoresis.

Legal Information

Sephadex is a registered trademark of Cytiva

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Refined crystal structures of human Ca(2+)/Zn(2+)-binding S100A3 protein characterized by two disulfide bridges.

Masaki Unno et al.

Journal of molecular biology, 408(3), 477-490 (2011-03-08)

S100A3, a member of the EF-hand-type Ca(2+)-binding S100 protein family, is unique in its exceptionally high cysteine content and Zn(2+) affinity. We produced human S100A3 protein and its mutants in insect cells using a baculovirus expression system. The purified wild-type

Investigation of a primary requirement of organ preservation solutions: supplemental buffering agents improve hepatic energy production during cold storage.

T A Churchill et al.

Transplantation, 65(4), 551-559 (1998-03-21)

This study was designed to investigate the effects of a modified University of Wisconsin (UW) solution supplemented with one of four buffering agents (histidine, bicine [N,N-bis(2-hydroxyethyl)glycine], tricine [N-tris(hydroxymethyl)methylglycine], and Tris) on liver metabolism during cold ischemic storage. Rat livers were

Adverse effects of artificial buffers on contractile responses of arterial and venous smooth muscle.

B M Altura et al.

British journal of pharmacology, 69(2), 207-214 (1980-06-01)

1 In vitro studies were undertaken on rat aortic strips and portal vein segments in order to determine whether or not several commonly used artificial buffers, i.e., tris(hydroxymethyl) aminomethane (Tris), N-2-hydroxyethylpiperazine-N'-2-ethanesulphonic acid (HEPES), morpholine propanesulphonic acid (MOPS), N,N bis(2-hydroxyethyl) glycine

Thermodynamic study of the second-stage dissociation of N,N-bis-(2-hydroxyethyl)glycine (bicine) in water at different ionic strength and different solvent mixtures.

Mohamed Taha

Annali di chimica, 94(12), 971-978 (2005-02-04)

The second stage dissociation constant pK2 of N,N-bis-(2-hydroxyethyl)glycine (bicine) has been determined in aqueous solution at different ionic strengths and different temperatures, using pH-metric technique. The thermodynamic quantities (deltaG(o), deltaH(o), and deltaS(o)) have been studied and discussed. Evaluation of the

Free-metal ion depletion by "Good's" buffers.

R Nakon et al.

Science (New York, N.Y.), 221(4612), 749-750 (1983-08-19)

Metal-ion affinity (formation) constants were determined for two "Good's" buffers, N-tris(hydroxymethyl)methyl-2-aminoethanesulfonic acid (TES) and N,N-bis(2-hydroxyethyl)glycine (bicine). The metal chelates formed undergo loss of an internal ligand (alcohol) proton (bicine) and undergo hydrolysis (bicine and TES) and dimerization reactions (TES). Bicine

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