A9502

Ala-Ala

Name: Ala-Ala
Brand: SIGMA
Price: 4490 CZK

Synonym(s):

L-Alanyl-L-alanine

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1 G

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About This Item

Linear Formula:

CH₃CH(NH₂)CONHCH(CH₃)CO₂H

CAS Number:

1948-31-8

Molecular Weight:

160.17

UNSPSC Code:

12352209

NACRES:

NA.26

PubChem Substance ID:

24891459

EC Number:

217-751-7

Beilstein/REAXYS Number:

1724813

MDL number:

MFCD00008075

Key Documents

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InChI key

DEFJQIDDEAULHB-IMJSIDKUSA-N

InChI

1S/C6H12N2O3/c1-3(7)5(9)8-4(2)6(10)11/h3-4H,7H2,1-2H3,(H,8,9)(H,10,11)/t3-,4-/m0/s1

SMILES string

C[C@H](N)C(=O)N[C@@H](C)C(O)=O

assay

≥98% (TLC)

form

powder

color

white

Quality Level

200

Gene Information

human ... CA1(759), CA2(760), SLC15A1(6564)
rat ... Tpp2(81815)

mp

280-285 °C (lit.)

Related Categories

Biochemicals

Cell Culture Supplements & Reagents

Chemistry & Biochemicals

Amino Acids – Building Blocks of Life Science

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Show Differences

1 of 4

This Item	A9627	A0912	A0878
Sigma-Aldrich A9502 Ala-Ala	Sigma-Aldrich A9627 Ala-Ala-Ala	Sigma-Aldrich A0912 D-Ala-D-Ala	Sigma-Aldrich A0878 Ala-Gly
form powder	form powder	form powder	form powder
assay ≥98% (TLC)	assay ≥98% (TLC)	assay ≥99%	assay ≥99% (TLC)
color white	color white	color white to off-white	color white
Quality Level 200	Quality Level 200	Quality Level 200	Quality Level 200
mp 280-285 °C (lit.)	mp -	mp -	mp -
Gene Information human ... CA1(759), CA2(760), SLC15A1(6564) rat ... Tpp2(81815)	Gene Information -	Gene Information -	Gene Information -

Application

Ala-Ala has been used as a peptide sample for chromatographic analysis.

Biochem/physiol Actions

L-Alanyl-L-alanine is used as a model dipeptide in physicochemical studies of processes such as the effects of pH (protonation) on conformation.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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L-alanyl-L-alanine conformational changes induced by pH as monitored by the Raman optical activity spectra.

Jirí Sebek et al.

The journal of physical chemistry. A, 113(27), 7760-7768 (2009-06-17)

Fine effects of the hydration, charge, and conformational structural changes in L-alanyl-L-alanine (Ala-Ala) dipeptide were studied with the aid of Raman and Raman optical activity (ROA) spectra. The spectra were recorded experimentally and analyzed by means of density functional computations.

Determination of theoretical retention times for peptides analyzed by reversed-phase high-performance liquid chromatography.

Dziuba J, et al.

Acta Scientiarum Polonorum. Technologia Alimentaria, 10(2) (2011)

Theoretical study of the effective Chemical Shielding Anisotropy (CSA) in peptide backbone, rating the impact of CSAs on the cross-correlated relaxations in L-alanyl-L-alanine.

Ladislav Benda et al.

The journal of physical chemistry. B, 113(15), 5273-5281 (2009-03-24)

The dependence of the effective chemical shielding anisotropy (effective CSA, Deltasigma(eff)) on the phi and psi peptide backbone torsion angles was calculated in the l-alanyl-l-alanine (LALA) peptide using the DFT method. The effects of backbone conformation, molecular charge including the

Dependence of the L-alanyl-L-alanine conformation on molecular charge determined from ab initio computations and NMR spectra.

Vladimír Sychrovský et al.

The journal of physical chemistry. B, 112(6), 1796-1805 (2008-01-04)

The l-alanyl-l-alanine (AA) molecule behaves differently in acidic, neutral, and basic environments. Because of its molecular flexibility and strong interaction with the aqueous environment, its behavior has to be deduced from the NMR spectra indirectly, using statistical methods and comparison

Synthesis of a D-Ala-D-Ala peptide isostere via olefin cross-metathesis and evaluation of vancomycin binding.

Ryan K Quinn et al.

Bioorganic & medicinal chemistry letters, 20(15), 4382-4385 (2010-07-03)

The alkene peptide isostere for the d-Ala-d-Ala dipeptide was synthesized via a convergent approach utilizing olefin cross-metathesis. The new isostere was then evaluated for binding to the last resort antibiotic, vancomycin. The alkene isostere exhibited a K(D)=90 microM in comparison

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