Chemistry and Biochemistry

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  • Author(s):
    Patricia M. Schnepp, Dennis D. Lee, Ian H. Guldner, Treasa K. O'Tighearnaigh, Erin N. Howe, Bhavana Palakurthi, Kaitlyn E. Eckert, Tiffany A. Toni, Brandon L. Ashfeld, Siyuan Zhang
    Abstract:

    The impact of altered amino acid metabolism on cancer progression is not fully understood. We hypothesized that a metabolic transcriptome shift during metastatic evolution is crucial for brain metastasis. Here, we report a powerful impact in this setting caused by epigenetic upregulation of glutamate decarboxylase 1 (GAD1), a regulator of the GABA neurotransmitter metabolic pathway. In cell-based culture and brain metastasis models, we found that downregulation of the DNA methyltransferase DN…

    Date Published:
    2017-04
    Record Visibility:
    Public
  • Author(s):
    Jakub Plášil, Anthony R. Kampf, Peter C. Burns
    Abstract:

    Redcanyonite (IMA2016-082), (NH4)2Mn(UO2)4O4(SO4)24, occursunderground in the Blue Lizard mine, Red Canyon, White Canyon district,San Juan County, Utah, USA. It occurs with natrozippeite, brochantite, devilline, posnjakite, johannite, gypsum, bobcookite, pickingerite, pentahydrite, and the NH4-analog of zippeite, ammoniozippeite. Redcanyonite occurs as radial aggregates of red-orange needles and blades individually reaching up to 0.2 mm in length, with aggregates measuring up to 1 mm i…

    Date Published:
    2018-05
    Record Visibility:
    Public
  • Author(s):
    Colin Flinders, Shannon M. Mumenthaler, Amanda B. Hummon, Xin Liu
    Abstract:

    Patient-derived colorectal tumor organoids (CTOs) closely recapitulate the complex morphological, phenotypic, and genetic features observed in in vivo tumors. Therefore, evaluation of drug distribution and metabolism in this model system can provide valuable information to predict the clinical outcome of a therapeutic response in individual patients. In this report, we applied matrix-assisted laser desorption/ionization mass spectrometry imaging (MALDI-MSI) to examine the spatial distribution…

    Date Published:
    2018-03
    Record Visibility:
    Public
  • Author(s):
    Scott Shaw, Wenqi Liu, Cesar Fernando Azael Gomez Duran, Cynthia Schreiber, Maria de Lourdes Betancourt Mendiola, Canjai Zhai, Felicia Roland, Simon Padanilam, Bradley Smith
    Abstract:

    New fluorescent molecular probes, which can selectively target specific cell surface receptors, are needed for microscopy, in vivo imaging, and image guided surgery. The preparation of multivalent probes using standard synthetic chemistry can be a laborious process due to low reaction yields caused by steric effects. In this study, fluorescent molecular probes were prepared by a programmed non‐covalent pre‐assembly process that used a near‐infrared fluorescent squaraine dye to thread a macroc…

    Date Published:
    2018
    Record Visibility:
    Public
  • Inventor(s):
    Richard E. Taylor, Yue Chen
    Patent Number:
    US 6900331 B2
    Description:

    The present invention provides the following new compounds: ®-C14-methyl-epothilone B, (S)-C14-methyl-epothilone B, (S)-C14-methyl-epothilone D, and ®-C14-methyl-epothilone D and methods for synthesizing these compounds.

    Date Issued:
    2005-05-31
    Record Visibility:
    Public
    Resource Type
    Patent
  • Inventor(s):
    Paul Helquist, Joakim Loefstedt
    Patent Number:
    US 7235688 B2
    Description:

    A process for preparing unsaturated esters useful as intermediates for HDAC inhibitors, by reacting an aldehyde or ketone having the following formula I: ##STR00001## wherein R.sub.1 is an aromatic group or a combined aliphatic and aromatic group; X is –O–, –S–, –COO–, –OOC–, –CONR.sub.7–, or –R.sub.7NCO–; L.sub.1 an aliphatic linking group, an aromatic linking group, or a combined aliphatic and aromatic linking group; R.sub.2 and R.sub.3 are each independently hydrogen, a hydroxy…

    Date Issued:
    2007-06-26
    Record Visibility:
    Public
    Resource Type
    Patent
  • Inventor(s):
    Marvin J. Miller
    Patent Number:
    US 4820815 B2
    Description:

    The invention provides azetidinones of the formula ##STR1## where R.sub.4 is hydrogen, amino or protected amino; R.sup.0 is H when R.sub.4 is amino or protected amino, or C.sub.1 -C.sub.4 alkyl when R.sub.4 is H; R.sub.1 is H, CH.sub.3, –CH.sub.2 –.sub.n Y where Y is OH, protected OH, –CH.sub.2 OH, protected –CH.sub.2 OH, halogen, COOH or protected COOH; n is 1 or 2; –CH.sub.2 –C(O)SR.sub.1 ‘ where R.sub.1 ’ is e.g., C.sub.1 -C.sub.4 alkyl; R.sub.2 is H or protecting group and R…

    Date Issued:
    1989-04-11
    Record Visibility:
    Public
    Resource Type
    Patent
  • Inventor(s):
    Chi-Nung W. Hsiao, Marvin J. Miller
    Patent Number:
    US 4845229 B2
    Description:

    A stereoselective process for chiral intermediates to 1-carbapenem and 1-carbacephalosporins is provided comprising the use of an N-acyl-(4R)-substituted-1,3-thiazolidine-2-thione as a chiral auxiliary in boron enolate mediated aldol condensation with a protected-.beta.-keto ester aldehyde. E.g., benzyl 3,3-(ethylenedioxy)-4-formylbutyrate is condensed with the boron enolate formed with n-butyryl (4R)-methoxycarbonyl-1,3-thiazolidine-2-thione to provide benzyl 3,3-ethylenedioxy-(5R)-hydroxy-6…

    Date Issued:
    1989-07-04
    Record Visibility:
    Public
    Resource Type
    Patent
  • Inventor(s):
    Marvin J. Miller, Jingdan Hu
    Patent Number:
    US 6403623 B2
    Description:

    Method for treating tuberculosis with 2-(2-substituted-phenyl)-2-oxazolines and related 5-membered heterocycles represented by the formula ##STR1## Y.sub.1 is e.g. an ester or amide forming group, and X is O, S, or NH; and pharmaceutically acceptable formulations useful therein are provided. A preferred method comprises administering (S)-benzyl2-[2-(benzyloxy)phenyl]-2-oxazoline-4-carboxylate in a suitable formulation. The compounds of the above formula are prepared by known methods, e.g. the…

    Date Issued:
    2002-06-11
    Record Visibility:
    Public
    Resource Type
    Patent
  • Inventor(s):
    Gaetano Francis D'Alelio
    Patent Number:
    US 4118377 B2
    Description:

    Processes for increasing the molecular weight of bis-maleimides are provided. The bis-maleimides are reacted with certain cyclic dienes to form reversible adducts. These adducts, upon elimination of the cyclic diene, yield an extension of the bis-maleimides to higher molecular weight polymers, ultimately to thermally stable, infusible polymers. The process can be interrupted to yield tractable polymers which are also convertible to cross-linked, infusible products. Modifications of the proces…

    Date Issued:
    1978-10-03
    Record Visibility:
    Public
    Resource Type
    Patent
  • Inventor(s):
    Min Teng, Marvin J. Miller
    Patent Number:
    US 5750681 B2
    Description:

    Bicyclic .beta.-lactams comprising a 5- or 6-membered lactone or lactam ring are obtained in a process comprising a base induced intramolecular cyclization of a 4-substututed .beta.-lactam having a leaving group in the 1-position. An intramolecular nucleophile transfer reaction is proposed as the operative mechanism and the bicyclic .beta.-lactams are obtained in the required stereochemical form for biological activity. The compounds provided are useful intermediates for the preparation of an…

    Date Issued:
    1998-05-12
    Record Visibility:
    Public
    Resource Type
    Patent
  • Inventor(s):
    Marvin J. Miller
    Patent Number:
    US 4595532 B2
    Description:

    N-Mono or N-disubstituted methyl-2-azetidinones are provided via cyclization of .beta.-hydroxy or .beta.-halo substituted acid sec-amides wherein the amide nitrogen is substituted with a mono- or di-substituted methyl group having activating substituents. Cyclization of .beta.-hydroxy acid amides is mediated by triphenylphosphine-dialkylazodicarboxylate while cyclization of .beta.-halo acid amides is mediated by strong bases e.g. lithium dialkylamides. E.g. Diethyl amino-protected L-serylamin…

    Date Issued:
    1986-06-17
    Record Visibility:
    Public
    Resource Type
    Patent