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Key Documents

A3546

Sigma-Aldrich

Ala-Leu-Ala-Leu

≥97% (HPLC)

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About This Item

Empirical Formula (Hill Notation):
C18H34N4O5
CAS Number:
Molecular Weight:
386.49
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:

assay

≥97% (HPLC)

storage temp.

−20°C

SMILES string

CC(C)CC(NC(=O)C(C)NC(=O)C(CC(C)C)NC(=O)C(C)N)C(O)=O

InChI

1S/C18H34N4O5/c1-9(2)7-13(21-15(23)11(5)19)17(25)20-12(6)16(24)22-14(18(26)27)8-10(3)4/h9-14H,7-8,19H2,1-6H3,(H,20,25)(H,21,23)(H,22,24)(H,26,27)

InChI key

KQRHTCDQWJLLME-UHFFFAOYSA-N

Amino Acid Sequence

Ala-Leu-Ala-Leu

Biochem/physiol Actions

A peptidase labile sequence used to link drugs to proteins or lipophilic carriers.
Ala-Leu-Ala-Leu (ALAL), a peptidase labile (cathepsin B) prodrug linker, is used to link bioavailable drugs to protein carriers such as albumin.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Trouet, A., et al. et al.
Targeting of Drugs, 19-30 (1982)
Björn Schmid et al.
Bioconjugate chemistry, 18(3), 702-716 (2007-03-24)
We have recently validated a macromolecular prodrug strategy for improved cancer chemotherapy based on two features: (a) rapid and selective binding of thiol-reactive prodrugs to the cysteine-34 position of endogenous albumin and (b) acid-sensitive promoted or enzymatic release of the
M Studer et al.
Bioconjugate chemistry, 3(5), 420-423 (1992-09-01)
The synthesis of a protected bifunctional analog of ethylenediaminetetraacetic acid (EDTA) is described. The molecule contains an aminobenzyl moiety that allows the easy attachment of the chelating agent to a wide variety of groups. Examples of reaction with the C-termini

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