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Fmoc-Gly3-Val-Cit-PAB-PNP

  CAS No.: 2647914-16-5   Cat No.: BADC-00711   Purity: 95% 4.5  

Fmoc-Gly3-Val-Cit-PAB-PNP is a peptide-based ADC linker intermediate activated with PNP ester, combining tri-glycine spacer and Valine-Citrulline cleavable linker for controlled drug release and efficient conjugation in antibody-drug conjugates. Keywords: ADC linker, peptide linker, PNP ester, cleavable linker, payload conjugation.

Fmoc-Gly3-Val-Cit-PAB-PNP

Structure of 2647914-16-5

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Category
ADC Linker
Molecular Formula
C46H51N9O13
Molecular Weight
937.96
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Room temperature
Storage
-20°C

* For research and manufacturing use only. We do not sell to patients.

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Synonyms
(9H-fluoren-9-yl)methyl ((6S,9S)-1-amino-9-isopropyl-6-((4-((((4-nitrophenoxy)carbonyl)oxy)methyl)phenyl)carbamoyl)-1,8,11,14,17-pentaoxo-2,7,10,13,16-pentaazaoctadecan-18-yl)carbamate
IUPAC Name
[4-[[(2S)-5-(carbamoylamino)-2-[[(2S)-2-[[2-[[2-[[2-(9H-fluoren-9-ylmethoxycarbonylamino)acetyl]amino]acetyl]amino]acetyl]amino]-3-methylbutanoyl]amino]pentanoyl]amino]phenyl]methyl (4-nitrophenyl) carbonate
Canonical SMILES
CC(C)C(C(=O)NC(CCCNC(=O)N)C(=O)NC1=CC=C(C=C1)COC(=O)OC2=CC=C(C=C2)[N+](=O)[O-])NC(=O)CNC(=O)CNC(=O)CNC(=O)OCC3C4=CC=CC=C4C5=CC=CC=C35
InChI
InChI=1S/C46H51N9O13/c1-27(2)41(54-40(58)24-50-38(56)22-49-39(57)23-51-45(62)66-26-36-34-10-5-3-8-32(34)33-9-4-6-11-35(33)36)43(60)53-37(12-7-21-48-44(47)61)42(59)52-29-15-13-28(14-16-29)25-67-46(63)68-31-19-17-30(18-20-31)55(64)65/h3-6,8-11,13-20,27,36-37,41H,7,12,21-26H2,1-2H3,(H,49,57)(H,50,56)(H,51,62)(H,52,59)(H,53,60)(H,54,58)(H3,47,48,61)/t37-,41-/m0/s1
InChIKey
XGGHPPATANJJBS-IOPIWRGFSA-N
Shipping
Room temperature
Storage
-20°C

Fmoc-Gly3-Val-Cit-PAB-PNP is primarily leveraged in the field of targeted drug delivery systems. This compound serves as a prodrug linker utilized in antibody-drug conjugates (ADCs), which are complex molecules composed of an antibody linked to a biologically active drug or cytotoxic compound. The inclusion of this peptide linker, particularly the valine-citrulline segment, allows the drug to remain stable in the bloodstream until it reaches the target cancer cells, where the linker is enzymatically cleaved, thereby releasing the active drug. This targeted approach significantly enhances the effectiveness of chemotherapy by directly attacking cancerous cells while minimizing damage to healthy tissues.

In addition to its role in drug delivery, Fmoc-Gly3-Val-Cit-PAB-PNP is also crucial in biochemical research, particularly in the development of cleavable linkers in proteomics. Researchers employ this compound in the assembly of synthetic peptides for biochemical assays. Its Fmoc (fluorenylmethyloxycarbonyl) protecting group is widely used during the synthesis to protect the N-terminal of amino acids, thus ensuring the correct sequence alignment and structure of peptides. This utility is vital for the accurate study of protein functions and interactions, aiding in the discovery of new therapeutic targets.

Furthermore, the stability and specificity of Fmoc-Gly3-Val-Cit-PAB-PNP make it an attractive choice for use in controlled-release formulations in pharmacology. By acting as a slow-release agent, it allows the gradual release of therapeutic compounds, maintaining optimal therapeutic levels in the bloodstream over extended periods. This property is particularly beneficial for the sustained treatment of chronic conditions, where maintaining consistent drug concentrations can improve patient outcomes and adherence to medication regimens. Its versatility and reliability continue to make Fmoc-Gly3-Val-Cit-PAB-PNP a valuable component in advanced therapeutic strategies.

The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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Historical Records: Fmoc-Val-Ala-PAB-OH | Fmoc-N-(2-azidoethyl)glycine | Fmoc-N-bis-PEG3-NH-Boc | Ald-CH2-PEG3-azide | Fmoc-Gly3-Val-Cit-PAB | Datopotamab deruxtecan | Fmoc-N-amido-PEG5-acetic acid | N-Boc-diethanolamine | m-PEG6-SS-PEG6-methyl | N-(Iodoacetamido)-Doxorubicin | Fmoc-Gly3-Val-Cit-PAB-PNP
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