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SML3710

Sigma-Aldrich

Linaclotide

≥95% (HPLC)

Synonym(s):

CCEFCCNPACTGCF-OH cyclo(1-6),(2-10),(5-13)-tris(disulfide), Cys-Cys-Glu-Tyr-Cys-Cys-Asn-Pro-Ala-Cys-Thr-Gly-Cys-Tyr-OH cyclo(1-6),(2-10),(5-13)-tris(disulfide), L-Cysteinyl-L-cysteinyl-L-α-glutamyl-L-tyrosyl-L-cysteinyl-L-cysteinyl-L-asparaginyl-L-prolyl-L-alanyl-L-cysteinyl-L-threonylglycyl-L-cysteinyl-L-tyrosine-OH cyclo(1-6),(2-10),(5-13)-tris(disulfide)

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About This Item

Empirical Formula (Hill Notation):
C59H79N15O21S6
CAS Number:
Molecular Weight:
1526.74
UNSPSC Code:
12352200
NACRES:
NA.77

Pricing and availability is not currently available.

Quality Level

assay

≥95% (HPLC)

form

(Powder or Lyophilized powder or film)

storage condition

desiccated

color

white to off-white

storage temp.

-10 to -25°C

SMILES string

S1SC[C@@H]2NC(=O)[C@@H](NC(=O)[C@H]3N(CCC3)C(=O)[C@@H](NC(=O)[C@H]4NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](CSSC4)N)C1)CCC(=O)O)Cc6ccc(cc6)O)CSSC[C@H](NC(=O)CNC(=O)C(NC2=O)[C@H](O)C)C(=O)N[C@@H](Cc5ccc(cc5)O)C(=O)O)CC(=O)N)C

InChI

1S/C59H79N15O21S6/c1-26-47(82)69-41-25-101-99-22-38-52(87)65-33(13-14-45(80)81)49(84)66-34(16-28-5-9-30(76)10-6-28)50(85)71-40(54(89)72-39(23-97-96-20-32(60)48(83)70-38)53(88)67-35(18-43(61)78)58(93)74-15-3-4-42(74)56(91)63-26)24-100-98-21-37(64-44(79)19-

InChI key

KXGCNMMJRFDFNR-IURAOCFRSA-N

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Show Differences

1 of 4

This Item
D6319PLA0262WH0083594M1
antibody form

serum

antibody form

affinity isolated antibody

antibody form

affinity purified immunoglobulin

antibody form

purified immunoglobulin

biological source

rabbit

biological source

rabbit

biological source

rabbit

biological source

mouse

species reactivity

mouse, human

species reactivity

rat, mouse, human

species reactivity

human

species reactivity

human

Gene Information

human ... DCP2(167227)

Gene Information

human ... DCP2(167227)
mouse ... Dcp2(20640)
rat ... Dcp2(291604)

Gene Information

rabbit ... Dcp2(167227)

Gene Information

human ... NUDT12(83594)

clone

polyclonal

clone

polyclonal

clone

-

clone

3F7, monoclonal

UniProt accession no.

Q8IU60

UniProt accession no.

Q8IU60

UniProt accession no.

Q8IU60

UniProt accession no.

Q9BQG2

Biochem/physiol Actions

Linaclotide is an orally active guanylate cyclase-C (GC-C) agonist that competes against bacterial STa enterotoxin binding to intestinal mucosal membranes from wild-type, but not GC-C null, mice (Ki = 16.4 nM). Linaclotide stimulates fluid secretion, upregulates cGMP accumulation in the intestinal lumen (5 μg/100 μL via injection into surgically ligated intestinal loops), and significantly increases the rate of gastrointestinal transit when administered orally in mice in vivo (100 μg/kg p.o.).
Orally active guanylate cyclase-C (GC-C) agonist that elicits in vivo pharmacological effects locally in the gastrointestinal tract.

Caution

Hygroscopic

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Verena Janes et al.
Cells, 9(3) (2020-03-07)
Genetic defects of human galactose-1-phosphate uridyltransferase (hGALT) and the partial loss of enzyme function result in an altered galactose metabolism with serious long-term developmental impairment of organs in classic galactosemia patients. In search for cellular pathomechanisms induced by the stressor

Articles

Glycosyltransferases were initially considered to be specific for a single glycosyl donor and acceptor, which led to the one enzyme-one linkage concept. Subsequent observations have refuted the theory of absolute enzymatic specificity by describing the transfer of analogs of some nucleoside mono- or diphosphate sugar donors.

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