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Pomolic acid β-D-glucopyranosyl ester

$1,120

  • Brand : BIOFRON

  • Catalogue Number : BD-P0900

  • Specification : 98.0%(HPLC&TLC)

  • CAS number : 83725-24-0

  • Formula : C36H58O9

  • Molecular Weight : 634.9

  • PUBCHEM ID : 76322845

  • Volume : 25mg

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Catalogue Number

BD-P0900

Analysis Method

HPLC,NMR,MS

Specification

98.0%(HPLC&TLC)

Storage

2-8°C

Molecular Weight

634.9

Appearance

White powder

Botanical Source

Structure Type

Triterpenoids

Category

SMILES

CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)O)C)C)C2C1(C)O)C)C(=O)OC6C(C(C(C(O6)CO)O)O)O

Synonyms

[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1R,2R,4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-1,10-dihydroxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

IUPAC Name

[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1R,2R,4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-1,10-dihydroxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

Applications

Hepatoprotective triterpenes from traditional Tibetan medicine Potentilla anserina. PUMID/DOI:DOI:10.1016/j.phytochem.2014.03.002 Phytochemistry. 2014 Jun;102:169-81. A methanol extract from the tuberous roots of Potentilla anserina (Rosaceae) exhibited hepatoprotective effects against d-galactosamine (d-GalN)/lipopolysaccharide-induced liver injuries in mice. Six triterpene 28-O-monoglucopyranosyl esters, potentillanosides A-F, were isolated from the extract along with 32 known compounds, including 15 triterpenes. The structures of potentillanosides A-F were determined on the basis of spectroscopic properties and chemical evidence. Four ursane-type triterpene 28-O-monoglycosyl esters, potentillanoside A (IC50=46.7μM), 28-O-β-d-glucopyranosyl pomolic acid (IC50=9.5μM), rosamutin (IC50=35.5μM), and kaji-ichigoside F1 (IC50=14.1μM), inhibited d-GalN-induced cytotoxicity in primary cultured mouse hepatocytes. Among these four triterpenes, potentillanoside A, rosamutin, and kaji-ichigoside F1 exhibited in vivo hepatoprotective effects at doses of 50-100mg/kg, p.o. The mode of action was ascribable to the reduction in cytotoxicity caused by d-GalN.

Density

1.3±0.1 g/cm3

Solubility

Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.

Flash Point

219.1±26.4 °C

Boiling Point

726.6±60.0 °C at 760 mmHg

Melting Point

InChl

InChI=1S/C36H58O9/c1-19-10-15-36(30(42)45-29-27(41)26(40)25(39)21(18-37)44-29)17-16-33(5)20(28(36)35(19,7)43)8-9-23-32(4)13-12-24(38)31(2,3)22(32)11-14-34(23,33)6/h8,19,21-29,37-41,43H,9-18H2,1-7H3/t19-,21-,22+,23-,24+,25-,26+,27-,28-,29+,32+,33-,34-,35-,36+/m1/s1

InChl Key

RRIMLWHUVCZACL-HPUCWRFUSA-N

WGK Germany

RID/ADR

HS Code Reference

2933990000

Personal Projective Equipment

Correct Usage

For Reference Standard and R&D, Not for Human Use Directly.

Meta Tag

provides coniferyl ferulate(CAS#:83725-24-0) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

No Technical Documents Available For This Product.

PMID

27490260

Title

Proceedings of the 8th Annual Conference on the Science of Dissemination and Implementation Washington, DC, USA. 14-15 December 2015

Author

David Chambers,1 Lisa Simpson,2 Felicia Hill-Briggs,3 Gila Neta,4 Cynthia Vinson,4 David Chambers,5 Rinad Beidas,corresponding author6,13 Steven Marcus,7 Gregory Aarons,8 Kimberly Hoagwood,9 Sonja Schoenwald,10 Arthur Evans,11 Matthew Hurford,11 Ronnie Rubin,12 Trevor Hadley,6 Frances Barg,14 Lucia Walsh, Danielle Adams,6 David Mandell, Lindsey Martin,corresponding author15 Joseph Mignogna,16 Juliette Mott,17 Natalie Hundt,15 Michael Kauth,15 Mark Kunik,15 Aanand Naik,15 Jeffrey Cully,15 Alan McGuire,corresponding author18,19 Dominique White,19 Tom Bartholomew,20 John McGrew,19 Lauren Luther,19 Angie Rollins,19,21 Michelle Salyers,19,22 Brittany Cooper,corresponding author23 Angie Funaiole,24 Julie Richards,corresponding author25 Amy Lee,25 Gwen Lapham,25 Ryan Caldeiro,26 Paula Lozano,27 Tory Gildred,26 Carol Achtmeyer,28 Evette Ludman,25 Megan Addis,25 Larry Marx,26 Katharine Bradley,25 Tonya VanDeinse,corresponding author29 Amy Blank Wilson,29 Burgin Stacey,29 Byron Powell,30 Alicia Bunger,31 Gary Cuddeback,29 Miya Barnett,corresponding author32 Nicole Stadnick,33 Lauren Brookman-Frazee,33 Anna Lau,32 Shannon Dorsey,corresponding author34 Michael Pullmann,34,35 Shannon Mitchell,corresponding author36 Robert Schwartz,36 Arethusa Kirk,37 Kristi Dusek,36 Marla Oros,38 Colleen Hosler,38 Jan Gryczynski,36 Carolina Barbosa,39 Laura Dunlap,40 David Lounsbury,41,42 Kevin O’Grady,43 Barry Brown,44 Laura Damschroder,corresponding author45 Thomas Waltz,45,46 Byron Powell,47 Mona Ritchie,corresponding author48 Thomas Waltz,corresponding author49,50 David Atkins,corresponding author51 Zac E. Imel,52 Bo Xiao,53 Dogan Can,54 Panayiotis Georgiou,53 Shrikanth Narayanan,55 Cady Berkel,corresponding author56 Carlos Gallo,57 Irwin Sandler,56 C. Hendricks Brown,57 Sharlene Wolchik,56 Anne Marie Mauricio,58 Carlos Gallo,corresponding author59 C. Hendricks Brown,59 Sanjay Mehrotra,60 Dharmendra Chandurkar,corresponding author61 Siddhartha Bora,61 Arup Das,62 Anand Tripathi,62 Niranjan Saggurti,63 Anita Raj,64 Eric Hughes,corresponding author65 Brian Jacobs,66 Eric Kirkendall,67 Danielle Loeb,corresponding author68 Katy Trinkley,69 Michael Yang,70 Andrew Sprowell,70 Donald Nease,71 Aaron Lyon,corresponding author72 Cara Lewis,73 Meredith Boyd,73 Abigail Melvin,73 Semret Nicodimos,72 Freda Liu,72 Nathanial Jungbluth,74 Aaron Lyon,corresponding author75 Cara Lewis,76 Meredith Boyd,76 Abigail Melvin,76 Semret Nicodimos,75 Freda Liu,75 Nathanial Jungbluth,77 Allen Flynn,corresponding author78 Zach Landis-Lewis,corresponding author79 Anne Sales,corresponding author80,81 Jure Baloh,corresponding author82 Marcia Ward,82 Xi Zhu,82 Ian Bennett,corresponding author83 Jurgen Unutzer,84 Johnny Mao,85 Enola Proctor,86 Mindy Vredevoogd,84 Ya-Fen Chan,84 Nathaniel Williams,87 Phillip Green,88 Steven Bernstein,corresponding author89,90 June-Marie Rosner,89 Michelle DeWitt,91 Jeanette Tetrault,92 James Dziura,89 Allen Hsiao,93 Scott Sussman,94 Patrick O’Connor,95 Benjamin Toll,96 Michael Jones,corresponding author97 Julie Gassaway,98 Jonathan Tobin,corresponding author99 Douglas Zatzick,corresponding author100 Angela R. Bradbury,corresponding author101,102 Linda Patrick-Miller,103 Brian Egleston,104 Olufunmilayo I. Olopade,105 Michael J. Hall,106 Mary B. Daly,107 Linda Fleisher,108 Generosa Grana,109 Pamela Ganschow,110 Dominique Fetzer,111 Amanda Brandt,111 Dana Farengo-Clark,112 Andrea Forman,107 Rikki S. Gaber,113 Cassandra Gulden,105 Janice Horte,112 Jessica Long,111 Rachelle Lorenz Chambers,105 Terra Lucas,114 Shreshtha Madaan,115 Kristin Mattie,112 Danielle McKenna,111 Susan Montgomery,107 Sarah Nielsen,105 Jacquelyn Powers,111 Kim Rainey,107 Christina Rybak,107 Michelle Savage,117 Christina Seelaus,113 Jessica Stoll,105 Jill Stopfer,111 Shirley Yao,113 Susan Domchek,101 Erin Hahn,corresponding author116 Corrine Munoz-Plaza,116 Jianjin Wang,116 Jazmine Garcia Delgadillo,116 Brian Mittman,116 Michael Gould,116 Shuting (Lily) Liang,corresponding author117,118 Michelle C. Kegler,117,119 Megan Cotter,120 Emily Phillips,120 April Hermstad,120 Rentonia Morton,121 Derrick Beasley,120 Jeremy Martinez,121 Kara Riehman,121 David Gustafson,corresponding author122 Lisa Marsch,123 Louise Mares,124 Andrew Quanbeck,125 Fiona McTavish,122 Helene McDowell,122 Randall Brown,126 Chantelle Thomas,127 Joseph Glass,128 Joseph Isham,122 Dhavan Shah,129 Jane Liebschutz,130 Karen Lasser,corresponding author130,131 Katherine Watkins,corresponding author132 Allison Ober,132 Sarah Hunter,132 Karen Lamp,133 Brett Ewing,132 Juliet Iwelunmor,134 Joyce Gyamfi,corresponding author135 Sarah Blackstone,134 Nana Kofi Quakyi,136 Jacob Plange-Rhule,137 Gbenga Ogedegbe,135,138 Pritika Kumar,139 Nancy Van Devanter,140 Nam Nguyen,141 Linh Nguyen,141 Trang Nguyen,141 Nguyet Phuong,141 Donna Shelley,corresponding author139 Sian Rudge,corresponding author142 Etienne Langlois,corresponding author143 Andrea Tricco,corresponding author144 Sherry Ball,corresponding author145 Anne Lambert-Kerzner,146,147 Christine Sulc,148 Carol Simmons,148 Jeneen Shell-Boyd,149 Taryn Oestreich,148 Ashley O’Connor,148 Emily Neely,148 Marina McCreight,146 Amy Labebue,150 Doreen DiFiore,151 Diana Brostow,152 P. Michael Ho,146,147 David Aron,153,154 Jillian Harvey,155,156 Megan McHugh,corresponding author157 Dennis Scanlon,158 Rebecca Lee,corresponding author159 Erica Soltero,160 Nathan Parker,160 Lorna McNeill,161 Tracey Ledoux,160 Jessie-Lee McIsaac,corresponding author162 Kate MacLeod,162 Nicole Ata,162 Sherry Jarvis,162 Sara Kirk,162 Jonathan Purtle,corresponding author163 Elizabeth Dodson,164 Ross Brownson,165 Brian Mittman,corresponding author166 Geoffrey Curran,167 Geoffrey Curran,corresponding author168 Jeffrey Pyne,corresponding author169 Gregory Aarons,corresponding author170 Mark Ehrhart,171 Elisa Torres,170 Edward Miech,corresponding author172 Edward Miech,corresponding author173 Kathleen Stevens,corresponding author174 I.S.R.N. Steering Council,174 Alison Hamilton,corresponding author175,176 Deborah Cohen,corresponding author177 Deborah Padgett,corresponding author178 Alexandra Morshed,corresponding author179 Rupa Patel,corresponding author180 Beth Prusaczyk,corresponding author181 David C. Aron,corresponding author182,183 Divya Gupta,184 Sherry Ball,185 Rosa Hand,186 Jenica Abram,corresponding author186 Taylor Wolfram,187 Molly Hastings,corresponding author188 Sarah Moreland-Russell,188 Rachel Tabak,corresponding author189 Alex Ramsey,190 Ana Baumann,191 Emily Kryzer,191 Katherine Montgomery,191 Ericka Lewis,191 Margaret Padek,189 Byron Powell,192 Ross Brownson,189,190 Cezar Brian Mamaril,corresponding author193 Glen Mays,194 Keith Branham,193 Lava Timsina,195 Glen Mays,corresponding author196 Rachel Hogg,197 Abigail Fagan,corresponding author198 Valerie Shapiro,199 Eric Brown,200 Kevin Haggerty,corresponding author201 David Hawkins,201 Sabrina Oesterle,corresponding author202 David Hawkins,202 Richard Catalano,202 Virginia McKay,corresponding author203 M. Margaret Dolcini,204 Lee Hoffer,205 Tannaz Moin,corresponding author206,207 Jinnan Li,206 O. Kenrik Duru,206 Susan Ettner,206,208 Norman Turk,206 Charles Chan,209 Abigail Keckhafer,210 Robert Luchs,209 Sam Ho,211 Carol Mangione,206 Peter Selby,corresponding author212,213,214 Laurie Zawertailo,212,215 Nadia Minian,216 Dolly Balliunas,217 Rosa Dragonetti,216 Sarwar Hussain,217 Julia Lecce,217 Matthew Chinman,corresponding author218,219 Joie Acosta,220 Patricia Ebener,221 Patrick S. Malone,218 Mary Slaughter,218 Darcy Freedman,corresponding author222,223 Susan Flocke,222,224 Eunlye Lee,225 Kristen Matlack,223 Erika Trapl,223 Punam Ohri-Vachaspati,226 Morgan Taggart,227 Elaine Borawski,223 Amanda Parrish,corresponding author228 Jeffrey Harris,229 Marlana Kohn,228 Kristen Hammerback,228 Becca McMillan,230 Peggy Hannon,231 Taren Swindle,corresponding author232 Geoffrey Curran,233 Leanne Whiteside-Mansell,232 Wendy Ward,234 Cheryl Holt,corresponding author235 Sheri Lou Santos,235 Erin Tagai,235 Mary Ann Scheirer,236 Roxanne Carter,237 Janice Bowie,238 Muhiuddin Haider,239 Jimmie Slade,237 Min Qi Wang,235 Andrew Masica,corresponding author240 Gerald Ogola,240 Candice Berryman,240 Kathleen Richter,240 Rachel Shelton,corresponding author241 Lina Jandorf,242 Deborah Erwin,243 Khoa Truong,corresponding author244 Joyce R. Javier,corresponding author245 Dean Coffey,245 Sheree M. Schrager,246 Lawrence Palinkas,247 Jeanne Miranda,248 Veda Johnson,corresponding author249,250 Valerie Hutcherson,251 Ruth Ellis,252 Anna Kharmats,corresponding author253,254 Sandra Marshall-King,255 Monica LaPradd,255 Fannie Fonseca-Becker,256 Deanna Kepka,corresponding author257 Julia Bodson,258 Echo Warner,258 Brynn Fowler,258 Elizabeth Shenkman,corresponding author259 William Hogan,259 Folakami Odedina,260 Jessica De Leon,261 Monica Hooper,262 Olveen Carrasquillo,263 Renee Reams,264 Myra Hurt,265 Steven Smith,266 Jose Szapocznik,267 David Nelson,268 Prabir Mandal,269 and James Teufelcorresponding author270

Publish date

2016;

PMID

25215658

Abstract

The acyl-homoserine lactone (AHL) autoinducer mediated quorum sensing regulates virulence in several pathogenic bacteria. The hallmark of an efficient quorum sensing system relies on the tight specificity in the signal generated by each bacterium. Since AHL signal specificity is derived from the acyl-chain of the acyl-ACP (ACP = acyl carrier protein) substrate, AHL synthase enzymes must recognize and react with the native acyl-ACP with high catalytic efficiency while keeping reaction rates with non-native acyl-ACPs low. The mechanism of acyl-ACP substrate recognition in these enzymes, however, remains elusive. In this study, we investigated differences in catalytic efficiencies for shorter and longer chain acyl-ACP substrates reacting with an octanoyl-homoserine lactone synthase Burkholderia mallei BmaI1. With the exception of two-carbon shorter hexanoyl-ACP, the catalytic efficiencies of butyryl-ACP, decanoyl-ACP, and octanoyl-CoA reacting with BmaI1 decreased by greater than 20-fold compared to the native octanoyl-ACP substrate. Furthermore, we also noticed kinetic cooperativity when BmaI1 reacted with non-native acyl-donor substrates. Our kinetic data suggest that non-native acyl-ACP substrates are unable to form a stable and productive BmaI1·acyl-ACP·SAM ternary complex and are thus effectively discriminated by the enzyme. These results offer insights into the molecular basis of substrate recognition for the BmaI1 enzyme.

Title

Acyl-ACP Substrate Recognition in Burkholderia mallei BmaI1 Acyl-Homoserine Lactone Synthase

Author

Aubrey N. Montebello,† Ryan M. Brecht,† Remington D. Turner,† Miranda Ghali,‡ Xinzhu Pu,†§ and Rajesh Nagarajan*†

Publish date

2014 Oct 7;

PMID

12962540

Abstract

Collagen type XI is a minor constituent of heterotypic collagen fibrils of developing cartilage and plays a regulatory role in fibril diameter. Collagen type XI is a heterotrimer composed of the alpha1, alpha2 and alpha3 chains. The mRNA encoding exons 6a, 6b and 8 of the alpha1 chain are expressed alternatively to generate six possible isoforms. The 6b-containing isoform has the most restricted distribution of all isoforms. It is first localized in the developing long bone, where mineralized tissue initially forms, and is later restricted to regions of cartilage that will be subsequently converted into bone. Bone morphogenetic protein 1 (BMP-1) and related proteins cleave procollagens I-III, V and VII, yielding triple-helical molecules that associate into collagen fibrils. The present study demonstrates that the alpha1 chain of collagen type XI can serve as a substrate for BMP-1. In addition, the efficiency with which BMP-1 processes different isoforms of the alpha1 chain varies. The amino acid sequence adjacent to the processing site influences the rate and extent of processing, as do sequences further away. Smaller fragments identified from cartilage extracts indicated that processing by BMP-1, in combination with other processing enzymes, generates small fragments of p6b-containing isoforms.

Title

BMP-1-mediated proteolytic processing of alternatively spliced isoforms of collagen type XI.

Author

Ryan J Medeck, Sergio Sosa, Nicholas Morris, and Julia Thom Oxford

Publish date

2003 Dec 1;