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A9502

Sigma-Aldrich

Ala-Ala

Synonym(s):

L-Alanyl-L-alanine

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About This Item

Linear Formula:
CH3CH(NH2)CONHCH(CH3)CO2H
CAS Number:
1948-31-8
Molecular Weight:
160.17
Beilstein:
1724813
EC Number:
217-751-7
MDL number:
MFCD00008075
UNSPSC Code:
12352209
PubChem Substance ID:
24891459
NACRES:
NA.26

Assay

≥98% (TLC)

form

powder

color

white

mp

280-285 °C (lit.)

SMILES string

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

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

InChI key

DEFJQIDDEAULHB-IMJSIDKUSA-N

Gene Information

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

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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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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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)
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.
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
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
Wei-Na Du et al.
The Journal of chemical physics, 135(14), 145102-145102 (2011-10-21)
We have applied the recently developed multiple state transition interface sampling approach to alanine dipeptide in explicit water. We extract the rate constant matrix for configurational changes between each pair of metastable states. The results are comparable with values from
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