Nα,Nω,Nω'-Tris-Z-L-arginine N-hydroxysuccinimide ester
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Nα,Nω,Nω'-Tris-Z-L-arginine N-hydroxysuccinimide ester

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Category
CBZ-Amino Acids
Catalog number
BAT-003200
CAS number
132160-73-7
Molecular Formula
C34H35N5O10
Molecular Weight
673.70
Nα,Nω,Nω'-Tris-Z-L-arginine N-hydroxysuccinimide ester
IUPAC Name
(2,5-dioxopyrrolidin-1-yl) (2S)-5-[bis(phenylmethoxycarbonylamino)methylideneamino]-2-(phenylmethoxycarbonylamino)pentanoate
Synonyms
Z-L-Arg(Z)2-OSu; 1,3-Diamino-2-aminomethyl-propan; 2-Aminomethyl-propandiyldiamin; 2-aminomethyl-propanediyldiamine; 2-amino-methyl-1,3-diamino-propane; 1,3-diamino-2-aminomethylpropane
Appearance
White powder
Purity
≥ 98% (TLC)
Density
1.33±0.1 g/cm3
Melting Point
85-93 °C
Storage
Store at 2-8 °C
InChI
InChI=1S/C34H35N5O10/c40-28-18-19-29(41)39(28)49-30(42)27(36-32(43)46-21-24-11-4-1-5-12-24)17-10-20-35-31(37-33(44)47-22-25-13-6-2-7-14-25)38-34(45)48-23-26-15-8-3-9-16-26/h1-9,11-16,27H,10,17-23H2,(H,36,43)(H2,35,37,38,44,45)/t27-/m0/s1
InChI Key
VXTIDXYCZXQJKB-MHZLTWQESA-N
Canonical SMILES
C1CC(=O)N(C1=O)OC(=O)C(CCCN=C(NC(=O)OCC2=CC=CC=C2)NC(=O)OCC3=CC=CC=C3)NC(=O)OCC4=CC=CC=C4

Nα,Nω,Nω'-Tris-Z-L-arginine N-hydroxysuccinimide ester, a versatile compound in biochemistry and molecular biology, finds extensive applications. Here are the key applications presented with high perplexity and burstiness:

Protein Crosslinking: Widely employed for protein crosslinking, this compound is pivotal for studying protein-protein interactions. By covalently linking proteins, researchers delve into complex formation and stability, unraveling intricate protein interaction networks and delving into molecular mechanisms underlying cellular functions.

Peptide Synthesis: Within peptide synthesis, Nα,Nω,Nω'-Tris-Z-L-arginine N-hydroxysuccinimide ester acts as a crucial coupling reagent, facilitating bonding of arginine residues in the peptide chain. This process ensures high yield and purity, essential for generating peptides with therapeutic potential and for advancing research endeavors.

Enzyme Activity Regulation: Leveraging this ester, researchers can modify enzyme activity by attaching it to specific arginine residues on enzymes. This modification enables precise control over enzyme function, either activating or inhibiting it, thereby offering insights into enzyme mechanics and aiding in the development of enzyme inhibitors.

Drug Delivery Systems: In the realm of drug delivery systems, Nα,Nω,Nω'-Tris-Z-L-arginine N-hydroxysuccinimide ester plays a vital role in enhancing the stability and targeting of drug molecules. Through conjugation of drugs to this ester, bioavailability is improved and release rates can be controlled, paving the way for more effective and targeted therapeutic interventions.

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