A peptidoglycan pentapeptide
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Ala-D-γ-Glu-Lys-D-Ala-D-Ala (trifluoroacetate salt)

Item No. 36453

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[N-[N2-(N-L-alanyl-D-γ-glutamyl)-L-lysyl]-D-alanyl]-D-alanine, bis(trifluoroacetate)
CAS Number
62182-55-2
Synonyms
  • A0910
  • Ala-D-isoGlu-Lys-D-Ala-D-Ala
Molecular Formula
C20H36N6O8 • 2CF3COOH
Formula Weight
716.6
Purity
≥98%
Formulation (Request formulation change)
A solid
Peptide Sequence
A-γ-eKaa-OH
Solubility(Learn about Variance in Solubility)
Water: Soluble
SMILES
OC(C(F)(F)F)=O.OC([C@@H](C)NC([C@@H](C)NC([C@H](CCCCN)NC(CC[C@H](C(O)=O)NC([C@@H](N)C)=O)=O)=O)=O)=O.OC(C(F)(F)F)=O
InChi Code
InChI=1S/C20H36N6O8.2C2HF3O2/c1-10(22)16(28)26-14(20(33)34)7-8-15(27)25-13(6-4-5-9-21)18(30)23-11(2)17(29)24-12(3)19(31)32;2*3-2(4,5)1(6)7/h10-14H,4-9,21-22H2,1-3H3,(H,23,30)(H,24,29)(H,25,27)(H,26,28)(H,31,32)(H,33,34);2*(H,6,7)/t10-,11+,12+,13-,14+;;/m0../s1
InChi Key
DTKFFEIBEHXECM-IXBCGKDMSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $79

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    5 mg

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    10 mg

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    25 mg

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    Cayman Chemical
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    Product Description

    Ala-D-γ-Glu-Lys-D-Ala-D-Ala is pentapeptide component of bacterial peptidoglycans.1,2,3 It inhibits the binding of radiolabeled antigen with antiserum isolated from rabbits immunized with an Ala-D-γ-Glu-Lys-D-Ala-D-Ala-containing polypeptide (IC50 = 1,250 pmol).3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Goleš, D., Tomić, L., and Keglević, D. Synthesis of the four structural isomeric L-pentapeptides of Ala. Glu. Lys. Ala. Ala. sequence: Characterization and correlation with the ʟ-ᴅ-ʟ-ᴅ-ᴅ-isomer related to the peptidoglycan peptide chain. Croat. Chem. Acta 48(3), 365-378 (1976).

    2. Gust, A.A., Biswas, R., Lenz, H.D., et al. Bacteria-derived peptidoglycans constitute pathogen-associated molecular patterns triggering innate immunity in Arabidopsis. The Journal of Biological Chemisty 282(44), 32338-32348 (2007).

    3. Zeiger, A.R., and Maurer, P.H. Immunochemistry of a synthetic peptidoglycan-precursor pentapeptide. Biochemistry 12(18), 3387-3394 (1973).