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6-(BOC-AMINO)CAPROIC ACID N-SUCCINIMIDYL ESTER is a chemical with a specific purpose. Lookchem provides you with multiple data and supplier information of this chemical.

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  • 51513-80-5 Structure
  • Basic information

    1. Product Name: 6-(BOC-AMINO)CAPROIC ACID N-SUCCINIMIDYL ESTER
    2. Synonyms: Boc-6-Ahx-OSu >=98.0% (TLC);Boc-Acp-Osu;Boc-6-Ahx-Osu N-Boc-aminocaproic-N-hydroxysuccinimide;Boc-6-Aminohexanoic acidN-hydroxysuccinimide ester≥ 98% (Assay);Boc-ε-Ahx-OSu;T-BOC-AC-NHS;T-BOC-AMINOCAPROIC-N-HYDROXYSUCCINIMIDE;6-(BOC-AMINO)CAPROIC ACID N-SUCCINIMIDYL ESTER
    3. CAS NO:51513-80-5
    4. Molecular Formula: C15H24N2O6
    5. Molecular Weight: 328.36
    6. EINECS: N/A
    7. Product Categories: Nitric Oxide Reagents;Cross Linking Reagents
    8. Mol File: 51513-80-5.mol
  • Chemical Properties

    1. Melting Point: 86-90 °C
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: Colouless Crystalline Solid
    5. Density: 1.2 g/cm3
    6. Refractive Index: 1.507
    7. Storage Temp.: 2-8°C
    8. Solubility: Chloroform (Slightly), Methanol (Slightly)
    9. PKA: 12.88±0.46(Predicted)
    10. BRN: 1505656
    11. CAS DataBase Reference: 6-(BOC-AMINO)CAPROIC ACID N-SUCCINIMIDYL ESTER(CAS DataBase Reference)
    12. NIST Chemistry Reference: 6-(BOC-AMINO)CAPROIC ACID N-SUCCINIMIDYL ESTER(51513-80-5)
    13. EPA Substance Registry System: 6-(BOC-AMINO)CAPROIC ACID N-SUCCINIMIDYL ESTER(51513-80-5)
  • Safety Data

    1. Hazard Codes: Xi
    2. Statements: 38
    3. Safety Statements: 36/37
    4. WGK Germany: 3
    5. RTECS:
    6. F: 10-21
    7. HazardClass: N/A
    8. PackingGroup: N/A
    9. Hazardous Substances Data: 51513-80-5(Hazardous Substances Data)

51513-80-5 Usage

Chemical Properties

Colouless Crystalline Solid

Check Digit Verification of cas no

The CAS Registry Mumber 51513-80-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,1,5,1 and 3 respectively; the second part has 2 digits, 8 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 51513-80:
(7*5)+(6*1)+(5*5)+(4*1)+(3*3)+(2*8)+(1*0)=95
95 % 10 = 5
So 51513-80-5 is a valid CAS Registry Number.
InChI:InChI=1/C15H24N2O6/c1-15(2,3)22-14(21)16-10-6-4-5-7-13(20)23-17-11(18)8-9-12(17)19/h4-10H2,1-3H3,(H,16,21)

51513-80-5 Well-known Company Product Price

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  • Aldrich

  • (15661)  Boc-6-Ahx-OSu  ≥98.0% (TLC)

  • 51513-80-5

  • 15661-5G-F

  • 2,754.18CNY

  • Detail

51513-80-5Relevant articles and documents

Design and evaluation of analogues of the bacterial cell-wall peptidoglycan motif l-Lys-d-Ala-d-Ala for use in a vancomycin biosensor

Hernout, Olivier,Berthoin, Karine,Delattre, Isabelle,Tulkens, Paul M.,Carryn, Stephane,Marchand-Brynaert, Jacqueline

, p. 5758 - 5762 (2007)

Four small molecular receptors of vancomycin have been designed to make part of a novel biosensor device based on the FTIR-ATR detection: N-Boc (2a) or N-Ac (2b)-6-aminocaproyl-d-Ala-d-Ala and N-Boc (3a) or N-Ac (3b)-6-aminocaproyl-d-Ala-d-Ser. Using an original microbiological approach to assess the competition of compounds with the natural target of vancomycin in bacteria, EC50 values of 6.3-8.0 × 10-5 M (2a-b) and 7.1-9.3 × 10-4 M (3a-b) were determined. Vancomycin:2b complex was characterized by MS.

METHODS AND COMPOSITIONS RELATED TO HEPARINOIDS

-

Paragraph 00070; 00080, (2021/07/17)

Novel compositions comprising heparinoid-related compounds, manufacturing and treatment methods, kits and dosage forms thereof, are provided.

Molecular Umbrellas Modulate the Selective Toxicity of Polyene Macrolide Antifungals

Skwarecki, Andrzej S.,Skarbek, Kornelia,Martynow, Dorota,Serocki, Marcin,Bylińska, Irena,Milewska, Maria J.,Milewski, S?awomir

, p. 1454 - 1465 (2018/04/23)

Antifungal polyene macrolide antibiotics Amphotericin B (AmB) and Nystatin (NYS) were conjugated through the ω-amino acid linkers with diwalled "molecular umbrellas" composed of spermidine-linked deoxycholic or cholic acids. The presence of "umbrella" substituents modulated biological properties of the antibiotics, especially their selective toxicity. Some of the AmB-umbrella conjugates demonstrated antifungal in vitro activity comparable to that of the mother antibiotic but diminished mammalian toxicity, especially the hemolytic activity. In contrast, antifungal in vitro activity of NYS-umbrella conjugates was strongly reduced and all these conjugates demonstrated poorer than NYS selective toxicity. No correlation between the aggregation state and hemolytic activity of the novel conjugates was found.

BIOCONJUGATES OF HETEROCYCLIC COMPOUNDS

-

Page/Page column 39-40, (2016/12/12)

The invention provides bioconjugates of heterocylic compounds such as S-adenosylmethionine and S-adenosylhomocysteine with biotin or digoxigenin. The bioconjugates also include carbon and nitrogen linker moiteies of varying length that are used to attach such compounds to biotin or digoxigenin. The conjugates are useful in immunoassays. The invention provides a method for detecting SAM and SAH, comprising the steps of: (a) preparing the following components: (i) bio-conjugates of SAM, SAM analogs or SAH; (ii) an europium, a terbium cryptate or other fluorophore as a donor that has a specific ligand for the tracer in the bio-conjugates of (i); (iii) an acceptor fluorescent dye that has the excitation spectra overlap those of donor's emissions and has an antibody specific for SAM or SAH labeled; (b) addition of the biological fluid containing said SAM or SAH; and (c) spectroscopic measurement of the fluorescence of the donor and the fluorescence of from the acceptor.

Quinone-amino acid conjugates targeting leishmania amino acid transporters

Prati, Federica,Goldman-Pinkovich, Adele,Lizzi, Federica,Belluti, Federica,Koren, Roni,Zilberstein, Dan,Bolognesi, Maria Laura

, (2015/01/08)

The aim of the present study was to investigate the feasibility of targeting Leishmania transporters via appropriately designed chemical probes. Leishmania donovani, the parasite that causes visceral leishmaniasis, is auxotrophic for arginine and lysine and has specific transporters (LdAAP3 and LdAAP7) to import these nutrients. Probes 1-15 were originated by conjugating cytotoxic quinone fragments (II and III) with amino acids (i.e. arginine and lysine) by means of an amide linkage. The toxicity of the synthesized conjugates against Leishmania extracellular (promastigotes) and intracellular (amastigotes) forms was investigated, as well their inhibition of the relevant amino acid transporters. We observed that some conjugates indeed displayed toxicity against the parasites; in particular, 7 was identified as the most potent derivative (at concentrations of 1 μg/mL and 2.5 μg/mL residual cell viability was reduced to 15% and 48% in promastigotes and amastigotes, respectively). Notably, 6, while retaining the cytotoxic activity of quinone II, displayed no toxicity against mammalian THP1 cells. Transport assays indicated that the novel conjugates inhibited transport activity of lysine, arginine and proline transporters. Furthermore, our analyses suggested that the toxic conjugates might be translocated by the transporters into the cells. The non-toxic probes that inhibited transport competed with the natural substrates for binding to the transporters without being translocated. Thus, it is likely that 6, by exploiting amino acid transporters, can selectively deliver its toxic effects to Leishmania cells. This work provides the first evidence that amino acid transporters of the human pathogen Leishmania might be modulated by small molecules, and warrants their further investigation from drug discovery and chemical biology perspectives.

Design, synthesis, and pharmacological evaluation of fluorescent and biotinylated antagonists of ρ1 GABAC receptors

Gavande, Navnath,Kim, Hye-Lim,Doddareddy, Munikumar R.,Johnston, Graham A. R.,Chebib, Mary,Hanrahan, Jane R.

supporting information, p. 402 - 407 (2013/06/05)

The ρ1 GABAC receptor is a ligand-gated chloride ion channel that shows promise as a therapeutic target for myopia, sleep disorders, memory and learning facilitation, and anxiety-related disorders. As such, there is a need for molecular probes to understand the role GABA C receptors play in physiological and pathological processes. To date, no labeled (either radioactive or fluorescent) GABAC selective ligand has been developed that can act as a marker for GABAC receptor visualization and localization studies. Herein, we report a series of fluorescent ligands containing different-sized linkers and fluorophores based around (S)-4-ACPBPA [(4-aminocyclopenten-1-yl)-butylphosphinic acid], a selective GABAC antagonist. One of these conjugates, (S)-4-ACPBPA-C5-BODIPY (13), displayed moderate potency (IC50 = 58.61 μM) and selectivity (>100 times) for ρ1 over α1β2γ2L GABAA receptors. These conjugates are novel lead agents for the development of more potent and selective fluorescent probes for studying the localization and function of GABAC receptors in living cells.

Rational design and development of near-infrared-emitting firefly luciferins available in vivo

Kojima, Ryosuke,Takakura, Hideo,Ozawa, Takeaki,Tada, Yukio,Nagano, Tetsuo,Urano, Yasuteru

supporting information, p. 1175 - 1179 (2013/03/13)

Shine on: A new rational design strategy for near-infrared-emitting firefly luciferins that are available in vivo has been developed using intramolecular bioluminescence resonance energy transfer (BRET). The emission wavelength could be freely tuned by the choice of BRET acceptor, and NIR bioluminescence could be detected in living cells and mice without the need for luciferase manipulation. Copyright

Synthesis and evaluation of a photoactive probe with a multivalent carbohydrate for capturing carbohydrate-lectin interactions

Chang, Tsung-Che,Lai, Chian-Hui,Chien, Chih-Wei,Liang, Chien-Fu,Adak, Avijit Kumar,Chuang, Yung-Jen,Chen, Yu-Ju,Lin, Chun-Cheng

, p. 1895 - 1906 (2014/01/06)

Lectins are ubiquitous carbohydrate-binding proteins of nonimmune origin that are characterized by their specific recognition of defined monosaccharide or oligosaccharide structures. However, the use of carbohydrates to study lectin has been restricted by the weak binding affinity and noncovalent character of the interaction between carbohydrates and lectin. In this report, we designed and synthesized a multifunctional photoaffinity reagent composed of a trialkyne chain, a masked latent amine group, and a photoreactive 3-trifluoromethyl-3- phenyl-diazirine group in high overall yield. Two well-defined chemistries, Huisgen-Sharpless click chemistry and amide bond coupling, were the key steps for installing the multivalent character and tag in our designed photoaffinity probe. The photolabeling results demonstrated that the designed probe selectively labeled the target lectin, RCA120 (Ricinus communis Agglutinin), in an E. coli lysate and an asialoglycoprotein receptor (ASGP-R) on intact HepG2 cell membranes. Moreover, the probe also enabled the detection of weak protein-protein interactions between RCA120 and ovalbumin (OVA).

Potent and selective inhibitors of glutathione S-transferase omega 1 that impair cancer drug resistance

Tsuboi, Katsunori,Bachovchin, Daniel A.,Speers, Anna E.,Spicer, Timothy P.,Fernandez-Vega, Virneliz,Hodder, Peter,Rosen, Hugh,Cravatt, Benjamin F.

supporting information; experimental part, p. 16605 - 16616 (2011/12/04)

Glutathione S-transferases (GSTs) are a superfamily of enzymes that conjugate glutathione to a wide variety of both exogenous and endogenous compounds for biotransformation and/or removal. Glutathione S-tranferase omega 1 (GSTO1) is highly expressed in human cancer cells, where it has been suggested to play a role in detoxification of chemotherapeutic agents. Selective inhibitors of GSTO1 are, however, required to test the role that this enzyme plays in cancer and other (patho)physiological processes. With this goal in mind, we performed a fluorescence polarization activity-based protein profiling (fluopol-ABPP) high-throughput screen (HTS) with GSTO1 and the Molecular Libraries Small Molecule Repository (MLSMR) 300K+ compound library. This screen identified a class of selective and irreversible α-chloroacetamide inhibitors of GSTO1, which were optimized to generate an agent KT53 that inactivates GSTO1 with excellent in vitro (IC50 = 21 nM) and in situ (IC50 = 35 nM) potency. Cancer cells treated with KT53 show heightened sensitivity to the cytotoxic effects of cisplatin, supporting a role for GSTO1 in chemotherapy resistance.

Synthesis of amino acid derivatives of hydrazones and oximes of spirodihydropyranochromen-2-ones

Veselovska,Garazd,Ogorodniychuk,Garazd,Khilya

experimental part, p. 153 - 162 (2009/04/03)

Sulfur-and nitrogen-containing derivatives of spirodihydropyranochromen-2- ones at the exocyclic oxygen atom have been synthesized. Modification of the oximes and hydrazones of the spiro-substituted pyranocoumarins with N-substituted amino acids were carried out using activated ester and symmetrical anhydride methods.

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