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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/REAXYS Number:
1724813
EC Number:
217-751-7
MDL number:
MFCD00008075
UNSPSC Code:
12352209
PubChem Substance ID:
24891459
NACRES:
NA.26

assay

≥98% (TLC)

Quality Level

200

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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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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
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)
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
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.
Yannick G Spill et al.
Journal of computational chemistry, 34(2), 132-140 (2012-09-11)
Replica-exchange is a powerful simulation method for sampling the basins of a rugged energy landscape. The replica-exchange method's sampling is efficient because it allows replicas to perform round trips in temperature space, thereby visiting both low and high temperatures in
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