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936626

Fmoc-Val-Cit-PAB-PNP

≥95%

Synonym(s):

N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-valyl-N5-(aminocarbonyl)-N-[4-[[[(4-nitrophenoxy)carbonyl]oxy]methyl]phenyl]-L-ornithinamide (ACI), L-Ornithinamide, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-valyl-N5-(aminocarbonyl)-N-[4-[[[(4-nitrophenoxy)carbonyl]oxy]methyl]phenyl]- (9CI, ACI)

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About This Item

Empirical Formula (Hill Notation):
C40H42N6O10
CAS Number:
863971-53-3
Molecular Weight:
766.80
UNSPSC Code:
12352209
NACRES:
NA.22
MDL number:
MFCD22200278
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Quality Level

100

assay

≥95%

form

powder or crystals

color

Off White to Yellow to Beige

storage temp.

2-8°C

SMILES string

C(OC(N[C@H](C(N[C@H](C(NC1=CC=C(COC(OC2=CC=C(N(=O)=O)C=C2)=O)C=C1 )=O)CCCNC(N)=0)=O)C(C)C)=O)C3C=4C(C=5C3-CC-CC5)=CC-CC4

InChI

1S/C40H42N6O10/c1-24(2)35(45-39(50)54-23-33-31-10-5-3-8-29(31)30-9-4-6-11-32(30)33)37(48)44-34(12-7-21-42-38(41)49)36(47)43-26-15-13-25(14-16-26)22-55-40(51)56-28-19-17-27(18-20-28)46(52)53/h3-6,8-11,13-20,24,33-35H,7,12,21-23H2,1-2H3,(H,43,47)(H,44,48)(H,45,50)(H3,41,42,49)/t34-,35-/m0/s1

InChI key

USMYACISHVPTHK-PXLJZGITSA-N

Application

This is a cathepsin cleavable linker used in bioconjugation, specifically in the construction of antibody drug conjugates (ADC & Bioconjugation).

Features and Benefits

Fmoc-Val-Cit-PAB-PNP is a cleavable ADC linker used in the synthesis of antibody-drug conjugates (ADC). The Val-Cit is specifically cleaved by cathepsin B. Fmoc-Val-Cit-PAB-PNP has superior plasma stability comparable to that of non-cleavable linkers.

Other Notes

ADC & Bioconjugation.

Chemical Biology Tools.

http://pubs.rsc.org/en/Content/ArticleLanding/2011/MB/C0MB00074D#!divAbstract

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000305727
0000305729
0000305727
0000305729
0000292072

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European journal of medicinal chemistry, 199, 112364-112364 (2020-05-14)
Cryptophycin-52 (CR52), a tubulin inhibitor, exhibits promising antitumor activity in vitro (picomolar level) and in mouse xenograft models. However, the narrow therapeutic window in clinical trials limits its further development. Antibody-drug conjugate (ADC), formed by coupling cytotoxic compound (payload) to an
Zixuan Ye et al.
International journal of nanomedicine, 16, 2443-2459 (2021-04-06)
Specific modifications to carriers to achieve targeted delivery of chemotherapeutics into malignant tissues are a critical point for efficient diagnosis and therapy. In this case, bovine serum albumin (BSA) was conjugated with cetuximab-valine-citrulline (vc)-doxorubicin (DOX) to target epidermal growth factor

Global Trade Item Number

SKUGTIN
936626-100MG04065270777805
936626-50MG04065270782816