Name: Fmoc-Phe-Lys(Boc)-PAB-PNP
Brand: BOC Sciences
Rating: 5 (1 reviews)

Synonyms

[4-[[(2S)-2-[[(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-phenylpropanoyl]amino]-6-[(2-methylpropan-2-yl)oxycarbonylamino]hexanoyl]amino]phenyl]methyl (4-nitrophenyl) carbonate

IUPAC Name

Canonical SMILES

CC(C)(C)OC(=O)NCCCCC(C(=O)NC1=CC=C(C=C1)COC(=O)OC2=CC=C(C=C2)[N+](=O)[O-])NC(=O)C(CC3=CC=CC=C3)NC(=O)OCC4C5=CC=CC=C5C6=CC=CC=C46

InChI

InChI=1S/C49H51N5O11/c1-49(2,3)65-46(57)50-28-12-11-19-42(44(55)51-34-22-20-33(21-23-34)30-63-48(59)64-36-26-24-35(25-27-36)54(60)61)52-45(56)43(29-32-13-5-4-6-14-32)53-47(58)62-31-41-39-17-9-7-15-37(39)38-16-8-10-18-40(38)41/h4-10,13-18,20-27,41-43H,11-12,19,28-31H2,1-3H3,(H,50,57)(H,51,55)(H,52,56)(H,53,58)/t42-,43-/m0/s1

InChIKey

AHKVECQGASADRU-MJPWBCPGSA-N

Solubility

DMSO: 6 mg/ml (ultrasonic), H2O: < 01 mg/ml

Appearance

Solid Powder

Shelf Life

0-4°C for short term (days to weeks), or -20°C for long term (months).

Shipping

Room temperature, or blue ice upon request.

Storage

Store at -5°C,keep in dry and avoid sunlight.

Biological Activity

Fmoc-Phe-Lys(Boc)-PAB-PNP is a cleavable ADC linker used in the synthesis of antibody-drug conjugates (ADCs). IC50 & Target:

Fmoc-Phe-Lys(Boc)-PAB-PNP is a chemical reagent used in peptide synthesis and related research. Here are some key applications of Fmoc-Phe-Lys(Boc)-PAB-PNP:

Peptide Synthesis: Fmoc-Phe-Lys(Boc)-PAB-PNP is commonly used in solid-phase peptide synthesis (SPPS) as a building block for the creation of peptides. It enables the incorporation of protected amino acids, facilitating the stepwise assembly of complex peptide sequences. This reagent ensures high yield and purity in the synthesized peptides, which are critical for research and therapeutic applications.

Proteomics Research: In proteomics, Fmoc-Phe-Lys(Boc)-PAB-PNP is employed to construct synthetic peptide libraries for screening and analyzing protein interactions. These libraries can help identify binding motifs and functional domains within proteins. Researchers use these insights to understand protein functions and develop inhibitors or modulators for therapeutic purposes.

Drug Discovery: Fmoc-Phe-Lys(Boc)-PAB-PNP aids in the development of peptidomimetics and peptide-based drugs by allowing precise modification and conjugation of peptides. Researchers can design peptides with improved stability, bioavailability, and specificity for target proteins. This application is vital in creating new therapeutic agents for diseases like cancer and infectious diseases.

Immunology Studies: In immunological research, Fmoc-Phe-Lys(Boc)-PAB-PNP is used to synthesize peptide antigens for the development of vaccines and diagnostic assays. Synthetic peptides can effectively mimic pathogen-derived antigens, eliciting specific immune responses when introduced into the body. This approach is essential for creating targeted vaccines and improving diagnostic accuracy.

1. Reactivity of cosmetic UV filters towards skin proteins: model studies with Boc-lysine, Boc-Gly-Phe-Gly-Lys-OH, BSA and gelatin

C Stiefel, W Schwack Int J Cosmet Sci . 2014 Dec;36(6):561-70. doi: 10.1111/ics.12157.

Objective:Organic UV filters are used as active ingredients in most sunscreens and also in a variety of daily care products. Their good (photo) stability is of special interest to guarantee protective function and to prevent interactions with the human skin. Due to the mostly electrophilic character of the UV filters, reactions with nucleophilic protein moieties like lysine side chains are conceivable. Prior studies showed that the UV filters octocrylene (OCR), butyl methoxydibenzoylmethane (BM-DBM), ethylhexyl salicylate (EHS), ethylhexyl methoxycinnamate (EHMC), benzophenone-3 (BP-3), ethylhexyl triazone (EHT) and dibenzoylmethane (DBM) were able to covalently bind to an HPTLC amino phase and the amino acid models ethanolamine and butylamine after slightly heating and/or radiation.Methods:Boc-protected lysine, the tetrapeptide Boc-Gly-Phe-Gly-Lys-OH, bovine serum albumin (BSA) and porcine gelatin were used as more complex models to determine the reactivity of the mentioned UV filters towards skin proteins under thermal or UV irradiation conditions.Results:After gentle heating at 37°C, benzophenone imines were identified as reaction products of BP-3 and OCR with Boc-lysine and the tetrapeptide, whereas DBM and BM-DBM yielded enamines. For EHMC, a Michael-type reaction occurred, which resulted in addition of Boc-lysine or the tetrapeptide to the conjugated double bond. Ester aminolysis of EHS and EHT mainly afforded the corresponding amides. Reactions of the UV filters with BSA changed the UV spectrum of BSA, generally associated with an increase of the absorption strength in the UVA or UVB range. For all protein models, the UV filters showed an increasing reactivity in the order EHT < EHMC < EHS < BP-3 < OCR < DBM < BM-DBM.Conclusion:Especially the UV absorbers BM-DBM, OCR and BP-3, which are seen as common allergens or photoallergens, showed a high reactivity towards the different skin protein models. As the formation of protein adducts is recognized as important key element in the induction of skin sensitization, the results of this study can contribute to a better understanding of the underlying chemical mechanisms of such reactions.

2. Optimized strategies for (BiO)2CO3 and its application in the environment

Mingxin Zhang, Jia Chen, Zhanhui Yuan, Shichang Sun, Weiming Zhou, Huilan Ye Environ Sci Pollut Res Int . 2021 Oct;28(40):56003-56031. doi: 10.1007/s11356-021-16185-3.

Photocatalysis is a new type of technology, which has been developed rapidly for solving environmental problems such as wastewater or air pollutants in recent years. Also, the effective performance and non-secondary pollution of photocatalytic technology attract much attention from researchers. As a "sillén" phase oxide, the (BiO)2CO3(BOC) is a great potential photocatalyst attributing to composed of alternate Bi2O22+and CO32-layers, which is a benefit for transportation of electrons. Besides, BOC has attracted much attention from researchers because of its excellent characters of non-toxic, environmentally friendly, and low-cost. However, BOC has a defect on wide band gap, which is limited for the usage of visible light, so a great number of published papers focus on the modifications of BOC to improve its photocatalytic efficiency. This article mainly summarizes the modifications of BOC and its application in the environment, guiding for designing BOC-based materials with high photocatalytic activity driven by light. Moreover, the research trend and prospect of BOC photocatalyst were briefly summarized, which could lay the foundation for forming a green and efficient BOC-based photocatalytic reaction system. Importantly, this review might provide a theoretical basis and guidance for further research in this field.

3. Electrophysiology Read-Out Tools for Brain-on-Chip Biotechnology

Luca Berdondini, Gemma Palazzolo, Davide Caron, Gabriella Panuccio, Csaba Forro, Gian Nicola Angotzi, Francesca Santoro, Vincenzo Gallo Micromachines (Basel) . 2021 Jan 24;12(2):124. doi: 10.3390/mi12020124.

Brain-on-Chip (BoC) biotechnology is emerging as a promising tool for biomedical and pharmaceutical research applied to the neurosciences. At the convergence between lab-on-chip and cell biology, BoC couples in vitro three-dimensional brain-like systems to an engineered microfluidics platform designed to provide an in vivo-like extrinsic microenvironment with the aim of replicating tissue- or organ-level physiological functions. BoC therefore offers the advantage of an in vitro reproduction of brain structures that is more faithful to the native correlate than what is obtained with conventional cell culture techniques. As brain function ultimately results in the generation of electrical signals, electrophysiology techniques are paramount for studying brain activity in health and disease. However, as BoC is still in its infancy, the availability of combined BoC-electrophysiology platforms is still limited. Here, we summarize the available biological substrates for BoC, starting with a historical perspective. We then describe the available tools enabling BoC electrophysiology studies, detailing their fabrication process and technical features, along with their advantages and limitations. We discuss the current and future applications of BoC electrophysiology, also expanding to complementary approaches. We conclude with an evaluation of the potential translational applications and prospective technology developments.