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ChemicalBook--->CAS DataBase List--->223460-79-5

223460-79-5

223460-79-5 Structure

223460-79-5 Structure
IdentificationBack Directory
[Name]

GLP-2 (HUMAN)
[CAS]

223460-79-5
[Synonyms]

GLP-2
GLP-2(1-33)
GLP-2 (HUMAN)
GLP-2 (1-33) (HUMAN)
GLUCAGON-LIKE PEPTIDE-2
GLP-2(1-33)(HUMAN)?, BR
Glucagon-like peptide II
GLUCAGON-LIKE PEPTIDE II HUMAN
M.W. 3766.14 C165H254N44O55S
GLUCAGON-LIKE PEPTIDE 2 (HUMAN)
PREPROGLUCAGON (126-159) (HUMAN)
PREPROGLUCAGON (146-178) (HUMAN)
HADGSFSDEMNTILDNLAARDFINWLIQTKITDR
GLUCAGON-LIKE PEPTIDE 2 ARG (HUMAN)
1-33-Glucagon-like peptide II(human)
Glucagon-Like Peptide (GLP) II, human
Glucagon Like Peptide-II (1-33), human
GLP-2-ARG (HUMAN) TRIFLUOROACETATE SALT
GLP-2, human HADGSFSDEMNTILDNLAARDFINWLIQTKITD
PREPROGLUCAGON (146-179) (HUMAN) TRIFLUOROACETATE SALT
Preproglucagon (146-178) (huMan), Proglucagon (126-158) (huMan), Glucagon-Like Peptide 2 (huMan)
GLP-2(1-33)(human),GLP-2 (human),Glucagon-like peptide 2 (human),HADGSFSDEMNTILDNLAARDFINWLIQTKITD?, BR
GLP-2 (1-33) (huMan) Preproglucagon (146-178) (huMan), Proglucagon (126-158) (huMan), Glucagon-Like Peptide 2 (huMan)
HIS-ALA-ASP-GLY-SER-PHE-SER-ASP-GLU-MET-ASN-THR-ILE-LEU-ASP-ASN-LEU-ALA-ALA-ARG-ASP-PHE-ILE-ASN-TRP-LEU-ILE-GLN-THR-LYS-ILE-THR-ASP
H-HIS-ALA-ASP-GLY-SER-PHE-SER-ASP-GLU-MET-ASN-THR-ILE-LEU-ASP-ASN-LEU-ALA-ALA-ARG-ASP-PHE-ILE-ASN-TRP-LEU-ILE-GLN-THR-LYS-ILE-THR-ASP-OH
H-HIS-ALA-ASP-GLY-SER-PHE-SER-ASP-GLU-MET-ASN-THR-ILE-LEU-ASP-ASN-LEU-ALA-ALA-ARG-ASP-PHE-ILE-ASN-TRP-LEU-ILE-GLN-THR-LYS-ILE-THR-ASP-ARG-OH
[Molecular Formula]

C165H254N44O55S
[MDL Number]

MFCD00081649
[MOL File]

223460-79-5.mol
[Molecular Weight]

3766.11
Questions And AnswerBack Directory
[Structure]

GLP-2 is a 33-aa peptide hormone, and has high sequence homology as a member of the glucagon family. The N-terminal two aa residues are cleaved off by dipeptidyl peptidase 4 (DPP-4). The N-terminal truncated GLP-2 fragment, GLP-2(3–33), acts as a competitive antagonist of the GLP-2 receptor, inhibiting nutrient- and GLP-2-induced mucosal growth in rodents. Phylogenetic analyses suggest that GLP-2 sequences have diversified most rapidly among the members of the glucagon family. Human GLP-2: Mr 3766.1, theoretical pI 4.17. GLP-2 is soluble in 5% NH4OH (-1mg/mL). GLP-2 is inactivated by DPP-4.	GLP-2 (HUMAN)
[Gene, mRNA, and precursor]

The human proglucagon gene, GCG, location 2q36– q37, spans approximately 9.4 kb and comprises six exons and five introns. It encodes a preproglucagon of 180 aa residues that contains glucagon, GLP-1, and GLP-2. The expression of proglucagon has been detected in the pancreatic α cells, intestinal L cells, and brain.
[Synthesis and release]

Glucagon, GLP-1, and GLP-2 are processed from proglucagon in pancreatic α cells and intestinal L cells in a tissue-specific manner. Prohormone convertases (PCs) are responsible for the tissue-specific processing. In pancreatic α cells, the major bioactive hormone is glucagon cleaved by PC2, whereas in the intestinal L cells, PC1/3 liberates GLP-1 and GLP-2 as bioactive hormones. As a result, GLP-1 and GLP-2 are coreleased from intestinal L cells in a 1:1 ratio following nutrient ingestion. GLP-2 secretion is also regulated by GIP and somatostatin, a gastrin-releasing peptide, and neural stimuli in a species-specific manner.
[Receptors]

The receptor of GLP-2 (GLP2R) is a seventransmembrane GPCR that belongs to a subclass of the family B. The human GLP-2 receptor gene, GLP2R, is located on chromosome 17 (17p13.3), and the human and rat GLP-2 receptor cDNAs were cloned from the intestine and hypothalamus in 1999. The GLP-2 receptor is highly specific to GLP-2, with increased cAMP production (EC50=0.58 nM), but not to related members of the glucagon peptide family. GLP-2 activates cAMP production in rodent and human cells transfected with the rat or human GLP-2 receptor.
[Agonists and Antagonists]

[Glycine2]-GLP-2 (a long-acting agonist), Teduglutide (a protease-resistant analog of GLP-2). There are no high-affinity specific GLP-2 receptor antagonists but GLP-2(11–33) and GLP-2(3–33) are known as antagonists.
[Biological functions]

Compared with GLP-1 and glucagon receptors, GLP-2 receptor expression is more restricted, occurring predominantly in the gastrointestinal tract, brain, and lung. In the rat, the GLP-2 receptor is most abundant in the jejunum, followed by the duodenum, ileum, colon, and stomach, and at very low levels in several other tissues including the central nervous system. The gastrointestinal tract, from the stomach to the colon, is the principal target for GLP-2 action. It has been suggested that GLP-2 may exert diverse actions involved mainly in the control of gastrointestinal growth and function (for example, epithelial integrity, motility, and secretion; local blood flow; and nutrient uptake and utilization). A stimulatory effect of GLP-2 on glucagon secretion from the human pancreas has also been reported. However, the GLP-2 receptor is not localized to the known target cells of GLP-2 tropic action, but to scattered enteroendocrine cells, enteric neurons, and subepithelial myofibroblasts. These results suggest that paracrine and/or neural pathways may mediate the intestinal tropic actions of GLP-2. It has been reported that GLP-2 acts through a neural pathway to affect intestinal crypt cell c-fos expression, and through a nitric oxide-dependent mechanism to affect intestinal blood flow. For GLP-2-induced epithelial growth, KGF and IGF-1, secreted from subepithelial myofibroblasts, act as essential mediators in response to GLP-2. GLP-2 receptor mRNA expression has also been found in the normal human cervix, but its functional relevance is not yet known. The GLP-2 receptor is also expressed in the central nervous system including the hypothalamus. Central GLP-2 is expected to be related to the regulation of feeding behavior. Several studies suggest that GLP2 exerts beneficial effects on glucose metabolism, especially in conditions related to the increased uptake of energy, such as obesity, at least in the animal model.
Chemical PropertiesBack Directory
[storage temp. ]

−20°C
[solubility ]

Soluble to 1 mg/ml in 5% NH4OH / water
[form ]

solid
[color ]

White to off-white
[Water Solubility ]

Soluble to 1 mg/ml in 5% NH4OH / water
[Sequence]

H-His-Ala-Asp-Gly-Ser-Phe-Ser-Asp-Glu-Met-Asn-Thr-Ile-Leu-Asp-Asn-Leu-Ala-Ala-Arg-Asp-Phe-Ile-Asn-Trp-Leu-Ile-Gln-Thr-Lys-Ile-Thr-Asp-OH
Safety DataBack Directory
[Safety Statements ]

22-24/25
[WGK Germany ]

3
Hazard InformationBack Directory
[Description]

GLP-2 is cosecreted with GLP-1 in response to nutrient ingestion. The principal role of GLP-2 appears to be the maintenance of the growth and absorptive function of the intestinal mucosal villus epithelium. GLP-2 was first identified as a novel peptide following the cloning of the proglucagon gene in the early 1980s, and subsequently the biosynthesis and release of GLP-2 were confirmed by isolation and characterization from the porcine and human small intestine. The biological role of GLP-2 as a stimulator of intestinal epithelial proliferation was first demonstrated in 1996.
[Clinical Use]

The pharmacological application of GLP-2 has been recognized and assessed in preclinical and clinical investigations to prevent or treat a number of intestinal diseases, including short bowel syndrome, Crohn’s disease, inflammatory bowel disease, chemotherapyinduced intestinal mucositis, colon carcinogenesis, and small bowel enteritis. The US Food and Drug Administration has accepted Teduglutide, an analog of GLP-2, for use in adult patients with short bowel syndrome.
[storage]

Store at -20°C
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