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Merck
CN

41875

trans-4-Hydroxy-L-proline

analytical standard

Synonym(s):

(2S,4R)-4-Hydroxypyrrolidine-2-carboxylic acid, Hyp

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About This Item

Empirical Formula (Hill Notation):
C5H9NO3
CAS Number:
Molecular Weight:
131.13
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
EC Number:
200-091-9
Beilstein/REAXYS Number:
81441
MDL number:
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Product Name

trans-4-Hydroxy-L-proline, analytical standard

SMILES string

O[C@H]1CN[C@@H](C1)C(O)=O

InChI key

PMMYEEVYMWASQN-DMTCNVIQSA-N

InChI

1S/C5H9NO3/c7-3-1-4(5(8)9)6-2-3/h3-4,6-7H,1-2H2,(H,8,9)/t3-,4+/m1/s1

grade

analytical standard

assay

≥99% (TLC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

color

white

mp

273 °C (dec.) (lit.)

format

neat

storage temp.

2-8°C

Quality Level

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Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Other Notes

Natural constituent of animal structural proteins such as collagen and elastin.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class

11 - Combustible Solids

wgk

WGK 1


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Shahrzad Hosseininia et al.
BMC musculoskeletal disorders, 14, 18-18 (2013-01-11)
It remains to be shown whether OA shares molecular similarities between different joints in humans. This study provides evidence for similarities in cartilage molecular damage in osteoarthritic (OA) joints. Articular cartilage from osteoarthritic hip joints were analysed and compared to
Jacob Kofoed et al.
Chemical communications (Cambridge, England), (14)(14), 1482-1484 (2006-04-01)
The aldol reaction of acetone with aldehydes in aqueous medium under catalysis by zinc-proline (Zn(L-Pro)2) and secondary amines such as proline, (2S,4R)-4-hydroxyproline (Hyp) and (S)-(+)-1-(2-pyrrolidinomethyl)pyrrolidine (PMP) is shown to proceed by an enamine mechanism, as evidenced by reductive trapping of
Massimo Petrera et al.
Arthroscopy : the journal of arthroscopic & related surgery : official publication of the Arthroscopy Association of North America and the International Arthroscopy Association, 29(10), 1685-1692 (2013-10-01)
This study aimed to determine the effects of platelet-rich plasma (PRP) on the histologic, biochemical, and biomechanical properties of tissue-engineered cartilage. Chondrocytes isolated from bovine metacarpal-phalangeal articular cartilage were seeded on top of a porous ceramic substrate (calcium polyphosphate [CPP]).
Mari Ogawa-Ohnishi et al.
Nature chemical biology, 9(11), 726-730 (2013-09-17)
Hydroxyproline (Hyp) O-arabinosylation is a post-translational modification that is prominent in extracellular glycoproteins in plants. Hyp O-arabinosylation is generally found in these glycoproteins in the form of linear oligoarabinoside chains and has a key role in their function by contributing
Ville V Meretoja et al.
Biomaterials, 34(17), 4266-4273 (2013-03-16)
In this work, we investigated the effects of lowered oxygen tension (20% and 5% O2) on the chondrogenesis and hypertrophy of articular chondrocytes (ACs), mesenchymal stem cells (MSCs) and their co-cultures with a 30:70 AC:MSC ratio. Cells were cultured for

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