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G1377

Sigma-Aldrich

Gly-Gly-Gly

≥98% (TLC)

Synonym(s):

Glycyl-glycyl-glycine, Triglycine

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About This Item

Linear Formula:
NH2CH2CONHCH2CONHCH2COOH
CAS Number:
556-33-2
Molecular Weight:
189.17
Beilstein:
1711130
EC Number:
209-122-0
MDL number:
MFCD00036223
UNSPSC Code:
12352209
PubChem Substance ID:
24895061
NACRES:
NA.26
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Product Name

Gly-Gly-Gly,

Assay

≥98% (TLC)

Quality Level

200

form

powder

color

white

application(s)

peptide synthesis

SMILES string

NCC(=O)NCC(=O)NCC(O)=O

InChI

1S/C6H11N3O4/c7-1-4(10)8-2-5(11)9-3-6(12)13/h1-3,7H2,(H,8,10)(H,9,11)(H,12,13)

InChI key

XKUKSGPZAADMRA-UHFFFAOYSA-N

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Amino Acid Sequence

Gly-Gly-Gly

Application

Triglycine (Gly-Gly-Gly) is used as a model peptide for studies of physicochemical parameters and molecular associations of small peptides. Triglycine is used as a copper chelator.

Biochem/physiol Actions

Substrate for reproducible serum protein measurements by the biuret reaction and for the assay of aminotripeptidases.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM3608
BCCK9539
BCCK0756
BCCH6014
BCCF8876

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S J Woltman et al.
Analytical chemistry, 67(3), 541-551 (1995-02-01)
The reversible electrochemistry of the Cu(II)/Cu(III) couple was investigated for the copper(II) complexes of triglycine (G3), tetraglycine (G4), and pentaglycine (G5) in alkaline solution using a rotating ring-disk electrode (RRDE). The study was motivated by the need to elucidate electrochemical
Blake E Ziegler et al.
The journal of physical chemistry. A, 114(44), 11953-11963 (2010-10-26)
Hydrogen/deuterium exchange reactions involving protonated triglycine and deuterated ammonia (ND(3)) have been examined in the gas phase using a Fourier transform ion cyclotron resonance (FT-ICR) mass spectrometer. Ab initio and density functional theory (DFT) calculations have been carried out to
Angelo Bella et al.
Angewandte Chemie (International ed. in English), 51(2), 428-431 (2011-11-25)
Two faces for one matrix: A single bifaceted cyclopeptide block forms highly branched, porous, and intricate fibrillar networks, which span microscopic dimensions and mimic the extracellular matrix to support cell growth and proliferation. The peptide block has two domains connected
Jiyun Shi et al.
Journal of medicinal chemistry, 51(24), 7980-7990 (2008-12-04)
This report describes the synthesis of two new cyclic RGD (Arg-Gly-Asp) dimers, 3 (E[G(3)-c(RGDfK)](2)) and 4 (G(3)-E[G(3)-c(RGDfK)](2)), and their corresponding conjugates 5 (HYNIC-E[G(3)-c(RGDfK)](2): HYNIC = 6-(2-(2-sulfonatobenzaldehyde)hydrazono)nicotinyl) and 6 (HYNIC-G(3)-E[G(3)-c(RGDfK)](2)). Integrin alpha(v)beta(3) binding affinities of 5 and 6 were determined by
Liang Ma et al.
Biochemistry, 49(9), 1954-1962 (2010-02-04)
To improve our understanding of the effects of small solutes on protein stability, we conducted atomistic simulations to quantitatively characterize the interactions between two broadly used small solutes, urea and glycine betaine (GB), and a triglycine peptide, which is a
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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

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    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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